CN104592277B - A kind of cuprous spheroidization preparation method of decahydro ten tetraethylammonium borate - Google Patents
A kind of cuprous spheroidization preparation method of decahydro ten tetraethylammonium borate Download PDFInfo
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- CN104592277B CN104592277B CN201510075728.5A CN201510075728A CN104592277B CN 104592277 B CN104592277 B CN 104592277B CN 201510075728 A CN201510075728 A CN 201510075728A CN 104592277 B CN104592277 B CN 104592277B
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- decahydro
- cuprous
- tetraethylammonium borate
- spheroidization
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- WAWBMJIRULKJPO-UHFFFAOYSA-N tetraethylazanium borate Chemical compound [O-]B([O-])[O-].CC[N+](CC)(CC)CC.CC[N+](CC)(CC)CC.CC[N+](CC)(CC)CC WAWBMJIRULKJPO-UHFFFAOYSA-N 0.000 title claims abstract description 51
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims abstract description 27
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000003756 stirring Methods 0.000 claims abstract description 23
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical group CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims abstract description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 10
- BQFCCCIRTOLPEF-UHFFFAOYSA-N chembl1976978 Chemical compound CC1=CC=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 BQFCCCIRTOLPEF-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 8
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical group O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000000243 solution Substances 0.000 claims description 11
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 10
- 239000004327 boric acid Substances 0.000 claims description 10
- 239000002245 particle Substances 0.000 claims description 5
- 239000011259 mixed solution Substances 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 2
- 238000001914 filtration Methods 0.000 abstract description 7
- 238000001035 drying Methods 0.000 abstract description 4
- 239000004449 solid propellant Substances 0.000 abstract description 4
- 239000002360 explosive Substances 0.000 abstract description 3
- 239000000446 fuel Substances 0.000 abstract description 2
- 238000010438 heat treatment Methods 0.000 abstract description 2
- 238000007306 functionalization reaction Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 description 8
- 230000008025 crystallization Effects 0.000 description 8
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 6
- QUSNBJAOOMFDIB-UHFFFAOYSA-O ethylaminium Chemical compound CC[NH3+] QUSNBJAOOMFDIB-UHFFFAOYSA-O 0.000 description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical class B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 2
- 229910000085 borane Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical compound [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229940063013 borate ion Drugs 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 1
- 229940112669 cuprous oxide Drugs 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/022—Boron compounds without C-boron linkages
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a kind of cuprous spheroidization preparation method of decahydro ten tetraethylammonium borate, comprise the following steps：(1) by cuprous for the decahydro ten tetraethylammonium borate solvent orange 2 A being dissolved in 0.5～50 times of quality at 0～200 DEG C, solvent orange 2 A is dimethyl sulfoxide, N, N dimethylformamide, acetonitrile or N methyl pyrrolidone；(2) at a temperature of 0～150 DEG C, add the solvent B of 0.5～200 times of quality under stirring in the solution of step (1) gained, and stir complete to mix homogeneously.Solvent B is ethanol, methanol, isopropanol, n-butyl alcohol, water, acetone；(3) under stirring, the mixed system of step (2) gained is down to 15 DEG C～50 DEG C temperature, then carry out filtering, wash, decahydro ten tetraethylammonium borate of drying to obtain spheroidization cuprous, draw ratio reaches 1.1, and yield reaches 95%.The present invention is used for the cuprous spheroidization particulate production of decahydro ten tetraethylammonium borate, and product is used in solid propellant or fuel-rich explosive as high heating value, high burn rate functionalization fuel.
Description
Technical field
The present invention relates to a kind of cuprous spheroidization preparation method of decahydro ten tetraethylammonium borate, belong to energetic material neck
Domain.
Background technology
Polyhedral boranes have armaticity, heat resistance and excellent due to having the delocalization of boron cage electronics
Chemical stability, be applied to the multiple fields such as high-energy fuel, functional material, biological medicine and catalyst.Decahydro ten boric acid four
Ethyl ammonium cuprous due to decahydro ten borate ion containing cuprous ion and cage structure in molecule, for solid propellant or
Both there is in fuel-air explosive aluminium powder combustion catalysis function, and there is due to high heating value the function of improving calorific value, thus be
A kind of higher polyhedral boranes of using value.But decahydro ten boric acid that prior art is obtained by chemical reactive synthesis
The cuprous granularity of tetraethyl ammonium is less, and profile is irregular, is mostly in the form of a column crystal, draw ratio is larger, is 2-5, is applied to propellant
Have such problems as during formula that processing performance and mechanical property are deteriorated.Spheroidization crystallization can improve explosive wastewater mechanical property, processability
Can (rheological property) and packed density etc..Therefore, for improving the application performance of this compound, need to be to its spheroidization crystallization technique
Develop.The sign of solid particle spheroidization can represent itself and spherical degree of closeness using its draw ratio.
One kind is disclosed in document [Zhang Lun, Zhang Guomin etc., Wuhan University Journal (natural science edition) 1989,2,67-70]
Carry out decahydro ten tetraethylammonium borate cuprous conjunction is synthesized with copper chloride solution using the double tetraethyl ammonium of decahydro ten boric acid
One-tenth method, but do not mention the spheroidization preparation method of this compound.
Content of the invention
The technical problem to be solved in the present invention is high for product particle draw ratio present in above-mentioned prior art, spherical
Change the deficiency of low degree, provide a kind of draw ratio close to 1, cuprous spherical of spheroidization degree high decahydro ten tetraethylammonium borate
Change preparation method of granules.
For solving above-mentioned technical problem, prepared by the spheroidization that a kind of decahydro ten tetraethylammonium borate of present invention offer is cuprous
Method, comprises the steps：
(1) at a temperature of 0～200 DEG C, it is dissolved in solvent orange 2 A by cuprous for decahydro ten tetraethylammonium borate, solvent orange 2 A is that diformazan is sub-
Sulfone, N,N-dimethylformamide, acetonitrile or N-Methyl pyrrolidone；Wherein, decahydro ten tetraethylammonium borate is cuprous and solvent orange 2 A
Mass ratio is 1:0.5～50.
(2) at a temperature of 0～150 DEG C, in the solution of step (1) gained, under stirring, add solvent B；Solvent B be ethanol,
Methanol, isopropanol, n-butyl alcohol, water or acetone；Wherein, the cuprous mass ratio with solvent B of decahydro ten tetraethylammonium borate is 1:0.5
～200.
(3) under stirring, the mixed solution of step (2) gained is cooled to -15 DEG C～50 DEG C, refilters, wash, being dried, obtaining
Cuprous, the particle aspect ratio 1.1～1.3 to decahydro ten tetraethylammonium borate of spheroidization.
The preferred version of the cuprous spheroidization preparation method of decahydro ten tetraethylammonium borate of the present invention, walks including following
Suddenly：
(1) at a temperature of 90 DEG C, it is dissolved in cuprous for decahydro ten tetraethylammonium borate in acetonitrile, wherein decahydro ten boric acid four
Ethyl ammonium cuprous and acetonitrile mass ratio be 1:2.
(2) at a temperature of 90 DEG C, in the solution of step (1) gained, methanol, wherein decahydro ten boric acid four under stirring, are added
The cuprous mass ratio with methanol of ethyl ammonium is 1:30.
(3) under stirring, the mixed solution of step (2) gained is cooled to -10 DEG C, refilters, wash, being dried, obtaining spherical
Decahydro ten tetraethylammonium borate changed is cuprous, and its mean diameter is 100 microns, and draw ratio is 1.1.
Invention advantage：
The cuprous spheroidization particle aspect ratio of decahydro ten tetraethylammonium borate of present invention preparation is 1.1, compared to existing technology
Middle draw ratio is 2～5 sinteticses, and spheroidization degree is higher, in solid propellant, processing performance good it is easy to levelling,
Reduce the consumption of binding agent etc..
Specific embodiment
The cuprous spheroidization crystallization of embodiment 1 decahydro, ten tetraethylammonium borate
(1) at a temperature of 90 DEG C, it is dissolved in cuprous for decahydro ten tetraethylammonium borate in acetonitrile, wherein decahydro ten boric acid four
Ethyl ammonium cuprous and acetonitrile mass ratio be 1:2.
(2) at a temperature of 90 DEG C, in the solution of step (1) gained, methanol, wherein decahydro ten boron under stirring state, are added
The cuprous mass ratio with methanol of sour tetraethyl ammonium is 1:30.
(3) under stirring state, the mixed system of step (2) gained is carried out being cooled to -10 DEG C, then carry out filtering, wash,
Decahydro ten tetraethylammonium borate of drying to obtain spheroidization is cuprous, and its mean diameter is 100 microns, and draw ratio is 1.1.
The cuprous spheroidization crystallization of embodiment 2 decahydro, ten tetraethylammonium borate
(1) at a temperature of 0 DEG C, it is dissolved in cuprous for decahydro ten tetraethylammonium borate in DMF, wherein
The cuprous mass ratio with N,N-dimethylformamide of decahydro ten tetraethylammonium borate is 1:50.
(2) at a temperature of 0 DEG C, in the solution of step (1) gained, ethanol, wherein decahydro ten boric acid under stirring state, are added
The cuprous mass ratio with ethanol of tetraethyl ammonium is 1:200.
(3) under stirring state, the mixed system of step (2) gained is carried out being cooled to -15 DEG C, then carry out filtering, wash,
Decahydro ten tetraethylammonium borate of drying to obtain spheroidization is cuprous, and its mean diameter is 200 microns, and draw ratio is 1.2.
The cuprous spheroidization crystallization of embodiment 3 decahydro, ten tetraethylammonium borate
(1) at a temperature of 200 DEG C, it is dissolved in cuprous for decahydro ten tetraethylammonium borate in dimethyl sulfoxide, wherein decahydro ten
Tetraethylammonium borate cuprous and dimethyl sulfoxide mass ratio be 1:0.5.
(2) at a temperature of 150 DEG C, in the solution of step (1) gained, water, wherein decahydro ten boric acid under stirring state, are added
The cuprous mass ratio with water of tetraethyl ammonium is 1:0.5.
(3) under stirring state, the mixed system of step (2) gained is carried out being cooled to 50 DEG C, then carry out filtering, wash, do
Dry decahydro ten tetraethylammonium borate obtaining spheroidization is cuprous, and its mean diameter is 50 microns, and draw ratio is 1.2.
The cuprous spheroidization crystallization of embodiment 4 decahydro, ten tetraethylammonium borate
(1) at a temperature of 50 DEG C, it is dissolved in cuprous for decahydro ten tetraethylammonium borate in N-Methyl pyrrolidone, wherein ten
The cuprous mass ratio with N-Methyl pyrrolidone of hydrogen ten tetraethylammonium borate is 1:12.
(2) at a temperature of 50 DEG C, in the solution of step (1) gained, isopropanol, wherein decahydro ten under stirring state, are added
The cuprous mass ratio with isopropanol of tetraethylammonium borate is 1:50.
(3) under stirring state, the mixed system of step (2) gained is carried out being cooled to 0 DEG C, then carry out filtering, wash, do
Dry decahydro ten tetraethylammonium borate obtaining spheroidization is cuprous, and its mean diameter is 150 microns, and draw ratio is 1.2.
The cuprous spheroidization crystallization of embodiment 5 decahydro, ten tetraethylammonium borate
(1) at a temperature of 120 DEG C, it is dissolved in cuprous for decahydro ten tetraethylammonium borate in dimethyl sulfoxide, wherein decahydro ten
The cuprous mass ratio with dimethyl sulfoxide of tetraethylammonium borate is 1:1.
(2) at a temperature of 120 DEG C, in the solution of step (1) gained, n-butyl alcohol, wherein decahydro ten under stirring state, are added
The cuprous mass ratio with n-butyl alcohol of tetraethylammonium borate is 1:10.
(3) under stirring state, the mixed system of step (2) gained is carried out being cooled to 20 DEG C, then carry out filtering, wash, do
Dry decahydro ten tetraethylammonium borate obtaining spheroidization is cuprous, and its mean diameter is 230 microns, and draw ratio is 1.3.
The cuprous spheroidization crystallization of embodiment 6 decahydro, ten tetraethylammonium borate
(1) at a temperature of 150 DEG C, it is dissolved in cuprous for decahydro ten tetraethylammonium borate in dimethyl sulfoxide, wherein decahydro ten
The cuprous mass ratio with dimethyl sulfoxide of tetraethylammonium borate is 1:0.8.
(2) at a temperature of 150 DEG C, in the solution of step (1) gained, acetone, wherein decahydro ten boron under stirring state, are added
The cuprous mass ratio with acetone of sour tetraethyl ammonium is 1:15.
(3) under stirring state, the mixed system of step (2) gained is cooled to 25 DEG C, then carry out filtering, wash, drying is
Decahydro ten tetraethylammonium borate obtaining spheroidization is cuprous, and its mean diameter is 270 microns, and draw ratio is 1.2.
Claims (2)
1. a kind of cuprous spheroidization preparation method of decahydro ten tetraethylammonium borate, comprises the steps：
(1) at a temperature of 0～200 DEG C, be dissolved in solvent orange 2 A by cuprous for decahydro ten tetraethylammonium borate, solvent orange 2 A be dimethyl sulfoxide,
N,N-dimethylformamide, acetonitrile or N-Methyl pyrrolidone；Wherein, the cuprous matter with solvent orange 2 A of decahydro ten tetraethylammonium borate
Amount ratio is 1:0.5～50；
(2) at a temperature of 0～150 DEG C, in the solution of step (1) gained, under stirring, add solvent B；Solvent B is ethanol, first
Alcohol, isopropanol, n-butyl alcohol, water or acetone；Wherein, the cuprous mass ratio with solvent B of decahydro ten tetraethylammonium borate is 1:0.5～
200；
(3) under stirring, the mixed solution of step (2) gained is cooled to -15 DEG C～50 DEG C, refilters, wash, being dried, obtaining ball
Decahydro ten tetraethylammonium borate of shape is cuprous, particle aspect ratio 1.1～1.3.
2. the cuprous spheroidization preparation method of decahydro ten tetraethylammonium borate according to claim 1, as follows including step：
(1) at a temperature of 90 DEG C, it is dissolved in cuprous for decahydro ten tetraethylammonium borate in acetonitrile, wherein decahydro ten boric acid tetraethyl
The cuprous mass ratio with acetonitrile of ammonium is 1:2；
(2) at a temperature of 90 DEG C, in the solution of step (1) gained, methanol, wherein decahydro ten boric acid tetraethyl under stirring, are added
The cuprous mass ratio with methanol of ammonium is 1:30；
(3) under stirring, the mixed solution of step (2) gained is cooled to -10 DEG C, refilters, wash, being dried, obtaining spheroidization
Decahydro ten tetraethylammonium borate is cuprous, and its mean diameter is 100 microns, and draw ratio is 1.1.
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| GB962954A (en) * | 1961-06-30 | 1964-07-08 | Du Pont | Boron compounds |
| CN101624394B (en) * | 2009-08-12 | 2012-09-05 | 北京理工大学 | Preparation method of sphericized hexanitrohexaazaisowurtzitane (HNIW) crystal |
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