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US4764586A Expired / Lapsed US ⏱️ 0.0 years remaining

Internally-plasticized polyethers from substituted oxetanes

Assignee: ATK Launch Systems LLC
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Filing: 1986-10-29
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Granted: 1988-08-16
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Expires: 2006-10-29
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Abstract

Abstract Internally plasticized elastomeric binders for projectile propellants are cured polyethers containing THF, CYMMO plus BMEMO, BEEMO and/or OMMO mer units. The polyethers are fluid at room temperature and are miscible with nitrate ester plasticizers. Propellant binders prepared from these polyethers are curable, have low Tg's, good mechanical properties, and Isp's comparable to PEG-based binders.

Inventors

  • 👤 Gerald E. Manser
  • 👤 Graham C. Shaw, III

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 16:41
CPC Classifications
C; C07; C07D; C07D305/00; C07D305/02; C07D305/04; C07D305/06; C06; C06B; C06B45/00; C06B45/04; C06B45/06; C06B45/10; C08; C08G; C08G65/00; C08G65/02; C08G65/04; C08G65/06; C08G65/16; C08G65/18; C08G65/20; C08G65/22; C08G65/223

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 132 words
A curable polyether comprising between about 10 and about 85 molar percent tetrahydrofuran mer units, between about 10 and about 80 molar percent of a first oxetane mer unit of mixture of oxetane mer units, and between about 5 and about 70 molar percent of a second oxetane mer unit or mixture of oxetane mer units, said first and second oxetane mer units in unpolymerized from each have the formula: ##STR4## wherein in said first oxetane mer unit or mixture of mer units R 1 and/or R 2 is or contains moieties selected from the group consisting of cyano, azido, nitro, nitrato, nitramine and hydroxyl, and in said second oxetane mer unit or mixture of oxetane mer units R 1 plus R 2 contain between about 6 and about 12 carbon atoms.
Claim 2
Dependent Claim 132 words
A curable polyether comprising between about 10 and about 85 molar percent tetrahydrofuran mer units, between about 10 and about 80 molar percent of a first oxetane mer unit of mixture of oxetane mer units, and between about 5 and about 70 molar percent of a second oxetane mer unit or mixture of oxetane mer units, said first and second oxetane mer units in unpolymerized from each have the formula: ##STR4## wherein in said first oxetane mer unit or mixture of mer units R 1 and/or R 2 is or contains moieties selected from the group consisting of cyano, azido, nitro, nitrato, nitramine and hydroxyl, and in said second oxetane mer unit or mixture of oxetane mer units R 1 plus R 2 contain between about 6 and about 12 carbon atoms.
Claim 3
Dependent Claim 25 words
A curable polyether in accordance with claim 1 wherein said first oxetane mer unit or mixture of oxetane mer units includes an energetic pendant group.
Claim 4
Dependent Claim 34 words
A curable polyether in accordance with claim 1 wherein said first oxetane mer unit or mixture of oxetane mer units includes a pendant group which promotes miscibility of said polyether with nitrate ester plasticizers.
Claim 5
Dependent Claim 21 words
A curable polyether in accordance with claim 1 wherein said first oxetane mer unit or mixture of mer units comprises 3-cyanomethyl-3-methyloxetane.
Claim 6
Dependent Claim 33 words
A curable polyether in accordance with claim 1 wherein said second oxetane mer unit or mixture of mer units comprises a mer unit selected from the group consisting of 3,3-bis[(2-ethoxy-ethoxy)methyl]oxetane, 3,3-bis[(2-methoxy-ethoxy)methyl]oxetane and 3-octoxymethyl-3-methyloxetane.
Claim 7
Dependent Claim 21 words
A curable polyether according to claim 1 wherein having a number average molecular weight of between about 1500 and about 6000.
Claim 8
Dependent Claim 42 words
A curable polyether in accordance with claim 5 wherein said first oxetane mer unit or mixture of oxetane mer units is selected from the group consisting of 3-cyanomethyl-3-methyl oxetane, 3-azidomethyl-3-methyloxethane, 3,3-bis(nitratomethyl) oxetane, 3-nitratomethyl-3-methyloxetane, 3,3-bis(methylnitraminomethyl) oxetane, 3-methylnitraminomethyl-3-methyloxetane, and 3,3-bis(azidomethyl) oxetane and mixtures thereof.
Claim 9
Dependent Claim 20 words
A curable polyether according to claim 1 having a weight average molecular weight of between about 4000 and about 12000.
Claim 10
Dependent Claim 15 words
A curable polyether according to claim 1 have a functionality of at least about 2.0.
Claim 11
Dependent Claim 20 words
A curable polyether according to claim 1 having a Brookfield viscosity at 22° C. of about 7000 poise or below.
Claim 12
Dependent Claim 137 words
A curable polyether comprising between about 45 and about 85 molar percent tetrahydrofuran mer units and between about 15 and about 55 molar percent of a mixture of two or more oxetane mer units, said oxetane mer units in unpolymerized form having the formula: ##STR5## wherein R 1 and R 2 are selected from the group consisting of: --H; --O--C 2 H 4 --O--C 2 H 5 ; --O--C 2 H 4 --O --C 2 H 4 --O --CH 3 ; --CN and --O --(CH 2 ) n--CH 3 , wherein n is 2-10, between about 10 and about 50 molar percent of said oxetane mer units being residues of 3-cyanomethyl-3-methyl-oxetane and between about 5 and about 50 percent of said oxetane mer units having R 1 plus R 2 containing between 6 and 12 carbon atoms.
Claim 13
Dependent Claim 137 words
A curable polyether comprising between about 45 and about 85 molar percent tetrahydrofuran mer units and between about 15 and about 55 molar percent of a mixture of two or more oxetane mer units, said oxetane mer units in unpolymerized form having the formula: ##STR5## wherein R 1 and R 2 are selected from the group consisting of: --H; --O--C 2 H 4 --O--C 2 H 5 ; --O--C 2 H 4 --O --C 2 H 4 --O --CH 3 ; --CN and --O --(CH 2 ) n--CH 3 , wherein n is 2-10, between about 10 and about 50 molar percent of said oxetane mer units being residues of 3-cyanomethyl-3-methyl-oxetane and between about 5 and about 50 percent of said oxetane mer units having R 1 plus R 2 containing between 6 and 12 carbon atoms.
Claim 14
Dependent Claim 21 words
A curable polyether according to claim 11 wherein having a number average molecular weight of between about 1500 and about 6000.
Claim 15
Dependent Claim 20 words
A curable polyether according to claim 11 having a weight average molecular weight of between about 4000 and about 12000.
Claim 16
Dependent Claim 15 words
A curable polyether according to claim 11 have a functionality of at least about 2.0.
Claim 17
Dependent Claim 20 words
A curable polyether according to claim 11 having a Brookfield viscosity at 22° C. of about 7000 poise or below.
Claim 18
Dependent Claim 49 words
A curable polyether comprising tetrahydrofuran mers at between about 45 and about 80 molar percent, 3-cyanomethyl-3-methyloxetane mers at between about 10 and about 50 molar percent and mers selected from the group consisting of 3-octoxymethyl-3-methyloxetane, 3,3-bis[(2-methoxy-ethoxy-methyl]oxetane, 3,3-bis[(2-ethoxy-ethoxy)methyl]oxetane and mixtures thereof at between about 5 and about 20 molar percent.
Claim 19
Dependent Claim 49 words
A curable polyether comprising tetrahydrofuran mers at between about 45 and about 80 molar percent, 3-cyanomethyl-3-methyloxetane mers at between about 10 and about 50 molar percent and mers selected from the group consisting of 3-octoxymethyl-3-methyloxetane, 3,3-bis[(2-methoxy-ethoxy-methyl]oxetane, 3,3-bis[(2-ethoxy-ethoxy)methyl]oxetane and mixtures thereof at between about 5 and about 20 molar percent.
Claim 20
Dependent Claim 53 words
A curable polyether according to claim 16 comprising tetrahydrofuran mers at between about 50 and about 70 molar percent, 3-cyanomethyl-3-methyloxetane, mers at between about 30 and about 45 molar percent and mers selected from the group consisting of 3-octoxymethyl-3-methyloxetane, 3,3-bis[(2-methoxy-ethoxy)methyl]oxetane, 3,3-bis[(2-ethoxy-ethoxy)methyl]oxetane and mixtures thereof at between about 5 and about 10 molar percent.

References Cited (Backward Citations)

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GB758450A Cited
US3925505A Cited
US4234364A Cited
US4393199A Cited
US4483978A Cited
US4405762A Cited
US4482410A Cited
US4482411A Cited
US4707540A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-08-16 1992-02-15 1992-08-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-08-16 1996-02-15 1996-08-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-08-16 2000-02-15 2000-08-16 $7700.00 Window Closed / Lapsed

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