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US3953387A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilized thermoplastic polyurethanes

Assignee: Atlantic Richfield Co
•
Filing: 1974-11-06
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Granted: 1976-04-27
•
Expires: 1994-11-06
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Abstract

Abstract Thermoplastic polyurethanes prepared by means of an organotin catalyst and particularly those derived from cyclic nitrile compounds and polyhydroxyl-containing compounds are stabilized against thermal degradation by incorporating therein a stabilizer system comprised of a combination of a carboxylic acid and a sterically hindered phenolic compound.

Inventors

  • 👤 Larry G. Wolgemuth
  • 👤 Benjamin C. Wilbur

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 21:08
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/09; C08K5/13

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 90 words
A thermally stabilized organotin-containing polyurethane composition containing as the stabilizer about 0.001 to 5%, based on the weight of polyurethane in the composition, of a mixture containing a carboxylic acid component consisting of at least one carboxylic acid selected from the group consisting of lauric acid, palmitic acid, and stearic acid; and a sterically hindered phenol component containing at least one tertiary alkyl group in a position ortho to the ring hydroxyl group, the ratio of total carboxylic acid to sterically hindered phenol compound varying from about 1:19 to 19:1.
Claim 2
Dependent Claim 90 words
A thermally stabilized organotin-containing polyurethane composition containing as the stabilizer about 0.001 to 5%, based on the weight of polyurethane in the composition, of a mixture containing a carboxylic acid component consisting of at least one carboxylic acid selected from the group consisting of lauric acid, palmitic acid, and stearic acid; and a sterically hindered phenol component containing at least one tertiary alkyl group in a position ortho to the ring hydroxyl group, the ratio of total carboxylic acid to sterically hindered phenol compound varying from about 1:19 to 19:1.
Claim 3
Dependent Claim 35 words
The composition of claim 1 wherein said mixture of carboxylic acid component and phenol component is present in an amount of about 0.01 to 2%, based on the total weight of polyurethane in the composition.
Claim 4
Dependent Claim 13 words
The composition of claim 1 wherein said carboxylic acid component is stearic acid.
Claim 5
Dependent Claim 39 words
The composition of claim 1 wherein said carboxylic acid component is predominantly a mixture of stearic and palmitic acids and contains up to 5%, based on the total weight of carboxylic acid component, of an ethylenically unsaturated carboxylic acid.
Claim 6
Dependent Claim 38 words
The composition of claim 1 wherein said sterically hindered phenol component is selected from the group consisting of: a. 2,6-di-t-butyl-4-methylphenol b. 4-hydroxymethyl-2,6-di-t-butylphenol c. 4,4-methylenebis (2,6-di-t-butylphenol) d. tetrakis methylene 3(3',5'-di-t-butyl-4'-hydroxyphenyl) propionate methane, e. octadecyl 3(3',5'-t-butyl-4'-hydroxyphenyl propionate), f. methylene-bis (2-hydroxyl-3-t-butyl-5-methylbenzene).
Claim 7
Dependent Claim 69 words
The composition of claim 5 wherein said polyurethane is prepared by the condensation-rearrangement reaction between (a) a cyclic nitrile compound having the structural formula: ##EQU5## wherein R is a hydrocarbon radical containing 2 to 18 carbon atoms and X is carbonyl, sulfite or oxalyl and (b) at least one organic polyol containing an average of about 2 hydroxyl groups per molecule and molecular weight of about 62 to 4000.
Claim 8
Dependent Claim 36 words
The composition of claim 6 wherein said cyclic nitrile compound is adipodi (nitrile carbonate) and said organic polyol is a polyether polyol or a polyester polyol having an average molecular weight of about 500 to 2000.

References Cited (Backward Citations)

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US3179625A Cited
US3401145A Cited
US3351608A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-04-27 1979-10-27 1980-04-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-04-27 1983-10-27 1984-04-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-04-27 1987-10-27 1988-04-27 $7700.00 Window Closed / Lapsed

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