CA1133703A - Propergols a liaisons transversales, sans fumee - Google Patents

Propergols a liaisons transversales, sans fumee

Info

Publication number: CA1133703A
Authority: CA; Canada
Prior art keywords: smokeless; propellant; weight; lead; diisocyanate
Prior art date: 1980-10-02
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA361,402A

Other languages

English (en)

Inventor

James H. Godsey

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Northrop Grumman Innovation Systems LLC

Original Assignee

Hercules LLC

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1980-10-02

Filing date

1980-10-02

Publication date

1982-10-19

1980-10-02 Application filed by Hercules LLC filed Critical Hercules LLC

1980-10-02 Priority to CA361,402A priority Critical patent/CA1133703A/fr

1982-10-19 Application granted granted Critical

1982-10-19 Publication of CA1133703A publication Critical patent/CA1133703A/fr

Status Expired legal-status Critical Current

Links

239000003380 propellant Substances 0.000 title claims abstract description 108
239000000203 mixture Substances 0.000 claims abstract description 58
150000003839 salts Chemical class 0.000 claims abstract description 33
239000000020 Nitrocellulose Substances 0.000 claims abstract description 30
239000004014 plasticizer Substances 0.000 claims abstract description 30
229920001220 nitrocellulos Polymers 0.000 claims abstract description 27
239000006229 carbon black Substances 0.000 claims abstract description 15
239000003431 cross linking reagent Substances 0.000 claims abstract description 12
229920000728 polyester Polymers 0.000 claims abstract description 11
125000005442 diisocyanate group Chemical group 0.000 claims abstract description 8
239000007788 liquid Substances 0.000 claims description 15
238000000034 method Methods 0.000 claims description 15
239000007800 oxidant agent Substances 0.000 claims description 13
XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims description 11
UZGLIIJVICEWHF-UHFFFAOYSA-N octogen Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)CN([N+]([O-])=O)C1 UZGLIIJVICEWHF-UHFFFAOYSA-N 0.000 claims description 11
239000002002 slurry Substances 0.000 claims description 9
NKOUWLLFHNBUDW-UHFFFAOYSA-N Dipropyl hexanedioate Chemical group CCCOC(=O)CCCCC(=O)OCCC NKOUWLLFHNBUDW-UHFFFAOYSA-N 0.000 claims description 8
239000000006 Nitroglycerin Substances 0.000 claims description 7
229960003711 glyceryl trinitrate Drugs 0.000 claims description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 6
SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical group [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 claims description 6
239000006185 dispersion Substances 0.000 claims description 6
229920000151 polyglycol Polymers 0.000 claims description 6
239000010695 polyglycol Substances 0.000 claims description 6
238000005266 casting Methods 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
230000008569 process Effects 0.000 claims description 5
LLVFMJQPUWTQTM-UHFFFAOYSA-M 2-carboxy-5-hydroxyphenolate;lead(2+) Chemical compound [Pb+2].OC1=CC=C(C([O-])=O)C(O)=C1 LLVFMJQPUWTQTM-UHFFFAOYSA-M 0.000 claims description 4
NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 claims description 4
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 claims description 4
238000006243 chemical reaction Methods 0.000 claims description 4
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 4
URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 4
229920001730 Moisture cure polyurethane Polymers 0.000 claims description 3
CNVULGHYDPMIHD-UHFFFAOYSA-L bis[(2-hydroxybenzoyl)oxy]lead Chemical compound [Pb+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O CNVULGHYDPMIHD-UHFFFAOYSA-L 0.000 claims description 3
FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 claims description 2
229960001826 dimethylphthalate Drugs 0.000 claims description 2
235000013773 glyceryl triacetate Nutrition 0.000 claims description 2
239000001087 glyceryl triacetate Substances 0.000 claims description 2
229960002622 triacetin Drugs 0.000 claims description 2
STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 claims description 2
238000013019 agitation Methods 0.000 claims 2
239000007795 chemical reaction product Substances 0.000 claims 2
239000000463 material Substances 0.000 claims 1
229940079938 nitrocellulose Drugs 0.000 description 24
FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 23
239000004615 ingredient Substances 0.000 description 8
238000002156 mixing Methods 0.000 description 8
239000002245 particle Substances 0.000 description 8
238000004132 cross linking Methods 0.000 description 7
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
229910052782 aluminium Inorganic materials 0.000 description 6
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
238000009472 formulation Methods 0.000 description 4
GDDNTTHUKVNJRA-UHFFFAOYSA-N 3-bromo-3,3-difluoroprop-1-ene Chemical compound FC(F)(Br)C=C GDDNTTHUKVNJRA-UHFFFAOYSA-N 0.000 description 3
YLKFDHTUAUWZPQ-UHFFFAOYSA-N N-Nitrosodi-n-propylamine Chemical compound CCCN(N=O)CCC YLKFDHTUAUWZPQ-UHFFFAOYSA-N 0.000 description 3
238000004880 explosion Methods 0.000 description 3
239000007787 solid Substances 0.000 description 3
RUKISNQKOIKZGT-UHFFFAOYSA-N 2-nitrodiphenylamine Chemical compound [O-][N+](=O)C1=CC=CC=C1NC1=CC=CC=C1 RUKISNQKOIKZGT-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
229920001944 Plastisol Polymers 0.000 description 2
239000002253 acid Substances 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
150000001805 chlorine compounds Chemical class 0.000 description 2
239000002131 composite material Substances 0.000 description 2
238000001035 drying Methods 0.000 description 2
239000011159 matrix material Substances 0.000 description 2
XIFJZJPMHNUGRA-UHFFFAOYSA-N n-methyl-4-nitroaniline Chemical compound CNC1=CC=C([N+]([O-])=O)C=C1 XIFJZJPMHNUGRA-UHFFFAOYSA-N 0.000 description 2
BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
239000004999 plastisol Substances 0.000 description 2
-1 poLyhexamethylene Polymers 0.000 description 2
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
239000000779 smoke Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000011877 solvent mixture Substances 0.000 description 2
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
WOGVOIWHWZWYOZ-UHFFFAOYSA-N 1,1-diisocyanatoethane Chemical compound O=C=NC(C)N=C=O WOGVOIWHWZWYOZ-UHFFFAOYSA-N 0.000 description 1
QUAMCNNWODGSJA-UHFFFAOYSA-N 1,1-dinitrooxybutyl nitrate Chemical compound CCCC(O[N+]([O-])=O)(O[N+]([O-])=O)O[N+]([O-])=O QUAMCNNWODGSJA-UHFFFAOYSA-N 0.000 description 1
VNMOIBZLSJDQEO-UHFFFAOYSA-N 1,10-diisocyanatodecane Chemical compound O=C=NCCCCCCCCCCN=C=O VNMOIBZLSJDQEO-UHFFFAOYSA-N 0.000 description 1
MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
ZQXWPHXDXHONFS-UHFFFAOYSA-N 1-(2,2-dinitropropoxymethoxy)-2,2-dinitropropane Chemical compound [O-][N+](=O)C([N+]([O-])=O)(C)COCOCC(C)([N+]([O-])=O)[N+]([O-])=O ZQXWPHXDXHONFS-UHFFFAOYSA-N 0.000 description 1
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
241000905957 Channa melasoma Species 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
101100133338 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) NHP6A gene Proteins 0.000 description 1
208000036366 Sensation of pressure Diseases 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
229940068372 acetyl salicylate Drugs 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
230000004075 alteration Effects 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
KRJUSWXDFZSJQD-UHFFFAOYSA-N benzoic acid;lead Chemical compound [Pb].OC(=O)C1=CC=CC=C1 KRJUSWXDFZSJQD-UHFFFAOYSA-N 0.000 description 1
230000002902 bimodal effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
230000001186 cumulative effect Effects 0.000 description 1
238000000280 densification Methods 0.000 description 1
UQLDLKMNUJERMK-UHFFFAOYSA-L di(octadecanoyloxy)lead Chemical compound [Pb+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O UQLDLKMNUJERMK-UHFFFAOYSA-L 0.000 description 1
LYAGTVMJGHTIDH-UHFFFAOYSA-N diethylene glycol dinitrate Chemical compound [O-][N+](=O)OCCOCCO[N+]([O-])=O LYAGTVMJGHTIDH-UHFFFAOYSA-N 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
235000019439 ethyl acetate Nutrition 0.000 description 1
229940093499 ethyl acetate Drugs 0.000 description 1
239000000446 fuel Substances 0.000 description 1
230000006870 function Effects 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
HTUMBQDCCIXGCV-UHFFFAOYSA-N lead oxide Chemical compound [O-2].[Pb+2] HTUMBQDCCIXGCV-UHFFFAOYSA-N 0.000 description 1
YJOMWQQKPKLUBO-UHFFFAOYSA-L lead(2+);phthalate Chemical compound [Pb+2].[O-]C(=O)C1=CC=CC=C1C([O-])=O YJOMWQQKPKLUBO-UHFFFAOYSA-L 0.000 description 1
YEXPOXQUZXUXJW-UHFFFAOYSA-N lead(II) oxide Inorganic materials [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
238000011068 loading method Methods 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000002674 ointment Substances 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
239000013618 particulate matter Substances 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000007582 slurry-cast process Methods 0.000 description 1
239000004449 solid propellant Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
230000008961 swelling Effects 0.000 description 1
125000005628 tolylene group Chemical group 0.000 description 1
AGCQZYRSTIRJFM-UHFFFAOYSA-N triethylene glycol dinitrate Chemical compound [O-][N+](=O)OCCOCCOCCO[N+]([O-])=O AGCQZYRSTIRJFM-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Compositions Of Macromolecular Compounds (AREA)

CA361,402A 1980-10-02 1980-10-02 Propergols a liaisons transversales, sans fumee Expired CA1133703A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA361,402A CA1133703A (fr)	1980-10-02	1980-10-02	Propergols a liaisons transversales, sans fumee

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA361,402A CA1133703A (fr)	1980-10-02	1980-10-02	Propergols a liaisons transversales, sans fumee

Publications (1)

Publication Number	Publication Date
CA1133703A true CA1133703A (fr)	1982-10-19

Family

ID=4118034

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA361,402A Expired CA1133703A (fr)	1980-10-02	1980-10-02	Propergols a liaisons transversales, sans fumee

Country Status (1)

Country	Link
CA (1)	CA1133703A (fr)

1980
- 1980-10-02 CA CA361,402A patent/CA1133703A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1999-10-19	MKEX	Expiry

Publication	Publication Date	Title
US4298411A (en)	1981-11-03	Crosslinked smokeless propellants
US5271778A (en)	1993-12-21	Chlorine-free solid rocket propellant for space boosters
US3894894A (en)	1975-07-15	Modified double base propellants with diisocyanate crosslinker
US3956890A (en)	1976-05-18	Solid propellant binder and propellant
US4657607A (en)	1987-04-14	Process for the solvent-free manufacture of compound pyrotechnic products containing a thermosetting binder and products thus obtained
US3711344A (en)	1973-01-16	Processing of crosslinked nitrocellulose propellants
US4799980A (en)	1989-01-24	Multifunctional polyalkylene oxide binders
JPS603330B2 (ja)	1985-01-28	硬化性組成物
CA1102482A (fr)	1981-06-02	Liants pour propergol double base, liaison transversale
US4462848A (en)	1984-07-31	Slurry casting method for double base propellants
US3798090A (en)	1974-03-19	Process for producing cross-linked propellants
US4216039A (en)	1980-08-05	Smokeless propellant compositions having polyester or polybutadiene binder system crosslinked with nitrocellulose
US3711343A (en)	1973-01-16	Cellular nitrocellulose based composition and method of making
US4080411A (en)	1978-03-21	Slurry-cast propellant method
US4659402A (en)	1987-04-21	Cross-linked double base propellant having improved low temperature mechanical properties
US4011114A (en)	1977-03-08	Cross-linked nitrocellulose propellant formulation
CA1133703A (fr)	1982-10-19	Propergols a liaisons transversales, sans fumee
US3726729A (en)	1973-04-10	Solid propellant compositions having a nitrocellulose-hydroxyl-terminated polybutadiene binder and method of preparing the same
US5468311A (en)	1995-11-21	Binder system for crosslinked double base propellant
CA2273335A1 (fr)	1998-06-04	Propulseurs au nitrate d'ammonium a tamis moleculaire
US4386978A (en)	1983-06-07	Crosslinked single or double base propellant binders
US3086895A (en)	1963-04-23	Solid composite propellant containing acetylenic polyurethane and process of making
US3907619A (en)	1975-09-23	Solution cast double base propellants and method
US4482408A (en)	1984-11-13	Plasticizer system for propellant compositions
CA1154260A (fr)	1983-09-27	Propergols bis-element en forme de bouillie