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US4430131A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethane binders

Assignee: Her Majesty the Queen in Right of Canada
•
Filing: 1981-11-06
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Granted: 1984-02-07
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Expires: 2001-11-06
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Abstract

Abstract The invention disclosed relates to novel ε-caprolactone co-polyesters which when combined with diisocyanates are useful as binders in solid urethane-type propellant formulations. Said co-polyesters are prepared by the reaction, (in the presence of a catalyst for the reaction) and a dicarboxylic acid.

Inventors

  • 👤 Meude Tremblay

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 07:16
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/42; C08G18/4266; C08G63/00; C08G63/02; C08G63/60; Y; Y10; Y10S; Y10S149/00; Y10S149/11; Y10S149/114

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 147 words
A process for the preparation of a polyurethane binder comprising reacting a diisocyanate with a block or sequenced co-polyester diol of the structural formula I H(OR.sub.3 COOR.sub.4 CO).sub.x OCH.sub.2 CH.sub.2 O[CO(CH.sub.2).sub.5 O].sub.y H I which comprises simultaneously reacting ε-caprolactone in the presence of a catalyst with (i) a diol of structural formula II HO--R--OH II as co-catalyst for the reaction wherein R is an alkyl group containing 1 to 8 carbon atoms or an alkyl group containing 1-12 carbon atoms having a nitrogen atom in its backbone; and (ii) a di-carboxylic acid of structural formula III HOOC(CH.sub.2).sub.m COOH III wherein m is an in integer from 1 to 36, and wherein R 3 is the residual structure of a diol of structural formula II and R 4 is the residual structure of a diacid of structural formula III, and x and y are integers of about 1-10.
Claim 2
Dependent Claim 147 words
A process for the preparation of a polyurethane binder comprising reacting a diisocyanate with a block or sequenced co-polyester diol of the structural formula I H(OR.sub.3 COOR.sub.4 CO).sub.x OCH.sub.2 CH.sub.2 O[CO(CH.sub.2).sub.5 O].sub.y H I which comprises simultaneously reacting ε-caprolactone in the presence of a catalyst with (i) a diol of structural formula II HO--R--OH II as co-catalyst for the reaction wherein R is an alkyl group containing 1 to 8 carbon atoms or an alkyl group containing 1-12 carbon atoms having a nitrogen atom in its backbone; and (ii) a di-carboxylic acid of structural formula III HOOC(CH.sub.2).sub.m COOH III wherein m is an in integer from 1 to 36, and wherein R 3 is the residual structure of a diol of structural formula II and R 4 is the residual structure of a diacid of structural formula III, and x and y are integers of about 1-10.
Claim 3
Dependent Claim 33 words
The process according to claim 1 in which the diisocyanate is selected from the group consisting of isophorone diisocyanate, an intermediate made from a 36-carbon dimer aliphatic dibasic acid, and a polyfunctional isocyanate.
Claim 4
Dependent Claim 24 words
The process according to claim 1 in which the reaction product of ε-caprolactone, sebacic acid and propylene glycol is reacted with a polyfunctional isocyanate.
Claim 5
Dependent Claim 24 words
The process according to claim 1 in which the reaction product of ε-caprolactone, sebacic acid and 1,3-butane diol is reacted with a polyfunctional isocyanate.
Claim 6
Dependent Claim 134 words
A polyurethane binder for use in a solid propellant comprising the reaction product of a diisocyanate and a block or sequenced co-polyester diol produced by the process of claim 1 and having the structural formula H(OR.sub.3 COOR.sub.4 CO).sub.x OCH.sub.2 CH.sub.2 O[CO(CH.sub.2).sub.5 O].sub.y H I wherein R 3 is the residual structure of a diol of structural formula II HO--R--OH II in which R is an alkyl group containing 1 to 8 carbon atoms or an alkyl group containing 1-12 carbon atoms having a nitrogen atom in its backbone; and R 4 is the residual structure of a diacid of structural formula III HOOC(CH.sub.2).sub.m COOH III in which m is an integer from 1 to 36; x is an integer from about 1 to 10; and y is an integer from about 1 to 10.
Claim 7
Dependent Claim 34 words
The polyurethane binder according to claim 5 in which the diisocyanate is selected from the group consisting of isophorone, diisocyanate, and intermediate made from a 36-carbon dimer aliphatic dibasic acid, and a polyfunctional isocyanate.
Claim 8
Dependent Claim 14 words
The polyurethane binder composition according to claim 5 or 6 further including a plasticizer.
Claim 9
Dependent Claim 14 words
A polyurethane binder according to claim 7 in which the plasticizer is isodecyl pelargonate.
Claim 10
Dependent Claim 28 words
A co-polyester-urethane propellant comprising by weight about 70% of ammonium perchlorate, about 18% of finely divided aluminum, and about 12% of a binder as defined in claim 5.

References Cited (Backward Citations)

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US2977385A Cited
US2962524A Cited
CA954305A Cited
GB1326721A Cited
US4023994A 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) 1987-02-06 1987-08-08 1988-02-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-02-06 1991-08-08 1992-02-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-02-06 1995-08-08 1996-02-07 $7700.00 Window Closed / Lapsed

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