CN111441088B - Method for inhibiting crystal transformation of epsilon-CL-20 crystal by catecholamine polymer and epsilon-CL-20 crystal with high crystal transformation resistance - Google Patents
Method for inhibiting crystal transformation of epsilon-CL-20 crystal by catecholamine polymer and epsilon-CL-20 crystal with high crystal transformation resistance Download PDFInfo
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Abstract
The invention provides a method for inhibiting crystal transformation of epsilon-CL-20 crystals by using a catecholamine polymer and epsilon-CL-20 crystals with high crystal transformation resistance, belonging to the technical field of CL-20 modification. According to the invention, a catecholamine polymer coating layer is formed on the surface of the epsilon-CL-20 crystal raw material by utilizing the self-polymerization characteristic of the catecholamine, and the epsilon-CL-20 crystal transformation can be effectively inhibited by controlling the contents of the epsilon-CL-20 crystal and the catecholamine polymer within a specific range; compared with the epsilon-CL-20 crystal raw material, the crystallization temperature of the obtained product can be increased by 35-40 ℃ after the treatment by the method provided by the invention. In addition, the method provided by the invention is simple to operate, good in safety and suitable for large-scale production.
Description
Technical Field
The invention relates to the technical field of CL-20 modification, in particular to a method for inhibiting crystal transformation of epsilon-CL-20 crystals by using a catecholamine polymer and epsilon-CL-20 crystals with high crystal transformation resistance.
Background
The hexanitrohexaazaisowurtzitane (HNIW or CL-20) is a polycrystalline high-energy density compound, and has four crystal forms, namely alpha, beta, gamma and epsilon, under normal temperature and pressure conditions, wherein the epsilon crystal form has the maximum density, the highest energy and the lowest sensitivity, has the greatest application prospect, and in the aspect of thermodynamics, the epsilon crystal form is the crystal form which is the most stable in thermodynamics under normal temperature and pressure conditions. Under certain conditions, such as heat or the action of surrounding media, the epsilon-CL-20 is found to be transformed into other crystal forms, and the process is called the crystal form transformation of the epsilon-CL-20.
In recent years, some researches on the crystal transformation of CL-20 in a composite system are carried out at home and abroad, and mainly the influence of additives on the crystal transformation of CL-20 is researched by adopting a conventional mechanical mixing or coating mode aiming at components, such as an HMX elementary explosive, an HTPB (high temperature vulcanized rubber) adhesive, a plasticizer, a rubber system and the like, which are contacted with the CL-20 in the application process of a mixed explosive. Research shows that DOS (dioctyl sebacate) has certain solubility on epsilon-CL-20 and can promote the transformation of epsilon crystal form to gamma crystal form after being mixed with CL-20. In addition, T-12 (dibutyltin dilaurate), TDI (toluene diisocynate) and HTPB adhesive are mixed with CL-20 and then cured, so that the effect of inhibiting the transformation from the epsilon crystal form to the gamma crystal form is achieved. In addition, the CL-20 is coated by natural rubber, butadiene rubber, ethylene propylene diene monomer and the like conventionally, so that the crystal transition temperature of the CL-20 can be increased to a certain extent (by about 15-20 ℃), but the method is complex in process and has a limited effect of increasing the crystal transition temperature of the CL-20.
Disclosure of Invention
The invention aims to provide a method for inhibiting crystal transformation of epsilon-CL-20 crystals by using a catecholamine polymer and the epsilon-CL-20 crystals with high crystal transformation resistance characteristics, wherein the catecholamine polymer coating layer is formed on the surface of a epsilon-CL-20 crystal raw material by using the self-polymerization characteristic of the catecholamine, so that the crystal transformation of the epsilon-CL-20 crystals can be effectively inhibited.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a method for inhibiting crystal transformation of epsilon-CL-20 crystals by using a catecholamine polymer, which comprises the following steps of:
mixing catecholamine, an epsilon-CL-20 crystal raw material and a Tris-HCl buffer solution to obtain a mixed feed liquid, and then carrying out surface modification treatment under the stirring condition to obtain an epsilon-CL-20 crystal with high crystal change resistance;
wherein the content of the epsilon-CL-20 crystals with high crystal change resistance is 98.50-99.40 wt%.
Preferably, the concentration of the Tris-HCl buffer solution is 1-10 mmol/L, and the pH value is 8.5-8.8.
Preferably, the catecholamine comprises one or more of dopamine, levodopamine, 6-hydroxydopamine and norepinephrine.
Preferably, the concentration of catecholamine in the mixed feed liquid is 0.5-2 mg/mL.
Preferably, the particle size of the epsilon-CL-20 crystal raw material is 150-300 mu m.
Preferably, the catecholamine, the epsilon-CL-20 crystal material and the Tris-HCl buffer solution are mixed in a manner that: catecholamine is dissolved in Tris-HCl buffer solution, and the obtained catecholamine solution is mixed with epsilon-CL-20 crystal raw material.
Preferably, the temperature of the surface modification treatment is room temperature, and the time is 10-12 h.
Preferably, the surface modification treatment further comprises: and (3) carrying out solid-liquid separation on the suspension obtained after the surface modification treatment, and sequentially washing and drying the obtained solid material to obtain the high-crystal-change-resistance epsilon-CL-20 crystal.
Preferably, the washing liquid adopted by washing is ethanol; the drying temperature is 45-55 ℃, and the drying time is 5-7 h.
The invention provides an epsilon-CL-20 crystal with high crystal variation resistance, which is prepared by coating a catecholamine polymer coating layer on the surface of a raw material of the epsilon-CL-20 crystal by adopting the method of the technical scheme; wherein the content of the epsilon-CL-20 crystals with high crystal change resistance is 98.50-99.40 wt%.
The invention provides a method for inhibiting crystal transformation of epsilon-CL-20 crystals by using a catecholamine polymer, which comprises the following steps of: mixing catecholamine, an epsilon-CL-20 crystal raw material and a Tris-HCl buffer solution to obtain a mixed feed liquid, and then carrying out surface modification treatment under the stirring condition to obtain an epsilon-CL-20 crystal with high crystal change resistance; wherein the content of the epsilon-CL-20 crystals with high crystal change resistance is 98.50-99.40 wt%. In the invention, in the surface modification treatment process, catecholamine can carry out in-situ self-polymerization reaction on the surface of the epsilon-CL-20 crystal raw material, so that a catecholamine polymer coating layer is formed on the surface of the epsilon-CL-20 crystal raw material, the catecholamine polymer coating layer is compact and stable and has a lower heat conduction coefficient, and strong interface action can be formed between the coating layer and the surface of the epsilon-CL-20 crystal, the crystal transition temperature of the epsilon-CL-20 crystal can be effectively increased by controlling the contents of the epsilon-CL-20 crystal and the catecholamine polymer within a specific range, and the crystal transition temperature of an obtained product can be increased by 35-40 ℃ compared with that of the epsilon-CL-20 crystal raw material after the surface modification treatment by the method provided by the invention.
In addition, the method provided by the invention is simple to operate, good in safety and suitable for large-scale production.
Drawings
FIG. 1 is an XRD spectrum of epsilon-CL-20 crystal raw material;
FIG. 2 is an XRD spectrum of a crystal with high crystal variation resistance ε -CL-20 prepared in example 1;
FIG. 3 is an XRD spectrum of a crystal with high crystal variation resistance of epsilon-CL-20 prepared in example 2;
FIG. 4 is an XRD spectrum of a crystal with high crystal variation resistance ε -CL-20 prepared in example 3;
FIG. 5 is an XRD spectrum of a crystal of ε -CL-20 having high crystal transformation resistance characteristics, which is prepared in example 4.
Detailed Description
The invention provides a method for inhibiting crystal transformation of epsilon-CL-20 crystals by using a catecholamine polymer, which comprises the following steps of:
mixing catecholamine, an epsilon-CL-20 crystal raw material and a Tris-HCl buffer solution to obtain a mixed feed liquid, and then carrying out surface modification treatment under the stirring condition to obtain an epsilon-CL-20 crystal with high crystal change resistance;
wherein the content of the epsilon-CL-20 crystals with high crystal change resistance is 98.50-99.40 wt%.
In the invention, in the surface modification treatment process, catecholamine can carry out in-situ self-polymerization reaction on the surface of the epsilon-CL-20 crystal raw material, so that a catecholamine polymer coating layer is formed on the surface of the epsilon-CL-20 crystal raw material, and the crystal change of the epsilon-CL-20 crystal can be effectively inhibited by controlling the contents of the epsilon-CL-20 crystal and the catecholamine polymer within a specific range.
According to the invention, catecholamine, an epsilon-CL-20 crystal raw material and a Tris-HCl buffer solution are mixed to obtain a mixed feed liquid. In the invention, the concentration of the Tris-HCl buffer solution is preferably 1-10 mmol/L, and more preferably 5-10 mmol/L; the pH value is preferably 8.5-8.8, and more preferably 8.5. The invention preferably adopts the Tris-HCl buffer solution with the pH value as a solvent, can provide a proper weak alkaline environment for the in-situ self-polymerization reaction of catecholamine on the surface of the epsilon-CL-20 crystal, and is favorable for ensuring the smooth operation of the in-situ self-polymerization reaction.
In the present invention, the catecholamine preferably comprises one or more of dopamine, levodopamine, 6-hydroxydopamine and norepinephrine, and more preferably dopamine, levodopamine, 6-hydroxydopamine or norepinephrine. In the present invention, the concentration of catecholamine in the mixed feed liquid is preferably 0.5 to 2mg/mL, and more preferably 0.5 to 0.9 mg/mL.
In the invention, the granularity of the epsilon-CL-20 crystal raw material is preferably 150-300 mu m; the content of the epsilon-CL-20 crystal raw material is preferably 99.00-99.30 wt%, and more preferably 99.10-99.20 wt% based on the content of the epsilon-CL-20 crystal in the final product being ensured to be in the range of 98.50-99.40 wt%. The content of the epsilon-CL-20 crystals is limited in the range, so that the output of the epsilon-CL-20 energy is ensured, and if the content of the epsilon-CL-20 crystals is too low, the epsilon-CL-20 explosion energy can be seriously lost; if the content of the catecholamine polymer is too low, the coating effect of the catecholamine polymer on the surface of the epsilon-CL-20 crystal is poor, and the effect of inhibiting the crystal transformation of the epsilon-CL-20 crystal is further influenced. The source of the epsilon-CL-20 crystal raw material is not specially limited, and the raw material can be purchased or manufactured by self; in the invention, the raw material of the epsilon-CL-20 crystal is preferably prepared by a recrystallization method or a mechanical grinding method, the surface of the product is smooth, the shape of the crystal is similar to an ellipsoid, the mechanical sensitivity is low, and the granularity of the product is controllable; in the examples of the present invention, the crystal starting material of ε -CL-20 is preferably prepared by the method disclosed in patent ZL201610149380.4, and specifically, ε -CL-20 can be prepared by the method disclosed in example 4 of patent ZL 201610149380.4.
In the present invention, the catecholamine, the epsilon-CL-20 crystal material and the Tris-HCl buffer are preferably mixed in a manner that: catecholamine is dissolved in Tris-HCl buffer solution, and the obtained catecholamine solution is mixed with epsilon-CL-20 crystal raw material. In the present invention, the dissolution is preferably performed under stirring conditions, the rotation speed of stirring is not particularly limited, and the stirring time is preferably 5 to 15min, more preferably 10min, based on the fact that catecholamine is sufficiently dissolved in Tris-HCl buffer.
After the mixed feed liquid is obtained, the invention carries out surface modification treatment under the stirring condition to obtain the high crystal deformation resistance epsilon-CL-20 crystal. In the present invention, the temperature of the surface modification treatment is preferably room temperature, i.e., no additional heating or cooling is required; in the embodiment of the invention, the room temperature specifically refers to 25 ℃; the time for the surface modification treatment is preferably 10-12 h, and more preferably 12 h; in the surface modification treatment process, the stirring speed is preferably 150-200 r/min, and more preferably 180 r/min.
In the invention, the color of the system can be observed to change from transparent to dark brown in the surface modification treatment process, and the catecholamine forms a uniform, compact and stable catecholamine polymer coating layer on the surface of the epsilon-CL-20 crystal raw material in the process, so that the crystal change of the epsilon-CL-20 crystal can be effectively inhibited.
In the present invention, it is preferable that the surface modification treatment further comprises: and (3) carrying out solid-liquid separation on the suspension obtained after the surface modification treatment, and sequentially washing and drying the obtained solid material to obtain the high-crystal-change-resistance epsilon-CL-20 crystal. In the present invention, the solid-liquid separation method is preferably suction filtration. In the invention, the washing liquid used for washing is preferably ethanol, and in the embodiment of the invention, anhydrous ethanol is specifically used as the washing liquid; the washing frequency is preferably 2-5 times; the amount of washing liquid required for each washing and the specific method of washing are not particularly limited in the present invention, and those known to those skilled in the art can be used. In the invention, the drying temperature is preferably 45-55 ℃, and more preferably 50 ℃; the drying time is preferably 5-7 h, and more preferably 6 h; the drying is preferably carried out in an oven.
According to the invention, the catecholamine polymer coating layer is coated on the surface of the epsilon-CL-20 crystal raw material, and the crystal transition temperature of the epsilon-CL-20 crystal can be improved by controlling the contents of the epsilon-CL-20 crystal and the catecholamine polymer within a specific range, so that compared with the epsilon-CL-20 crystal raw material, the crystal transition temperature of the product obtained by the method provided by the invention is improved by 35-40 ℃, and is superior to that of the conventional method in the prior art.
The invention provides an epsilon-CL-20 crystal with high crystal variation resistance, which is prepared by coating a catecholamine polymer coating layer on the surface of a raw material of the epsilon-CL-20 crystal by adopting the method of any one of the technical schemes; wherein the content of the epsilon-CL-20 crystals with high crystal change resistance is 98.50-99.40 wt%. The crystal transformation temperature of the epsilon-CL-20 crystal with high crystal transformation resistance can reach 170-180 ℃, and is increased by 35-40 ℃ on the basis of the crystal transformation temperature (135-140 ℃) of the raw material of the epsilon-CL-20 crystal.
The technical solution of the present invention will be clearly and completely described below with reference to the embodiments of the present invention. It is to be understood that the described embodiments are merely exemplary of the invention, and not restrictive of the full scope of the invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
(1) Weighing 0.2g of dopamine, dissolving in 300mL of Tris-HCl buffer (10mM, pH 8.5) and stirring for 10min to sufficiently dissolve the dopamine in the Tris-HCl buffer to obtain a dopamine solution;
(2) weighing 19.8g of epsilon-CL-20 crystal raw material (the particle size is 150-300 mu m), adding the raw material into the dopamine solution, stirring and reacting for 12 hours at room temperature (25 ℃) under the condition of 180r/min, and observing that the color of the system is changed from transparent to dark brown in the reaction process;
(3) and (3) carrying out suction filtration on the suspension obtained after the reaction, washing the obtained solid material with absolute ethyl alcohol, and then drying in an oven at 50 ℃ for 6h to obtain the crystal with high crystal variation resistance characteristic epsilon-CL-20.
Example 2
Crystals with high crystal change resistance of epsilon-CL-20 were prepared according to the method of example 1, except that levodopa was used instead of dopamine.
Example 3
Crystals with high crystal transformation resistance of epsilon-CL-20 were prepared according to the method of example 1, except that 6-hydroxydopamine was used instead of dopamine.
Example 4
High crystal change resistance ε -CL-20 crystals were prepared as in example 1, except that norepinephrine was used instead of dopamine.
The high crystal change resistance epsilon-CL-20 crystals in the examples 1-4 are tested by adopting a high performance liquid chromatography, and the test results are shown in the following table 1:
TABLE 1 compositions of high anti-crystal-transformation characteristics ε -CL-20 crystals in examples 1 to 4
In-situ XRD testing technology is adopted to respectively characterize the raw material of the epsilon-CL-20 crystal and the epsilon-CL-20 crystal with high crystal variation resistance characteristics prepared in the examples 1-4 under different temperature conditions, and the results are shown in figures 1-5, wherein figure 1 is an XRD spectrogram of the raw material of the epsilon-CL-20 crystal, and figures 2-5 are XRD spectrograms of the epsilon-CL-20 crystal with high crystal variation resistance characteristics prepared in the examples 1-4 in sequence. As shown in FIG. 1, the initial crystal transition temperature of the raw crystal material of epsilon-CL-20 is 135-140 ℃; compared with the figure 1, the crystal temperature of the high anti-crystal-transformation characteristic epsilon-CL-20 crystal in the embodiment 1 is improved to 175-180 ℃ after being treated by the method provided by the invention, and is improved by about 40 ℃ (figure 2); in example 2, the initial crystallization temperature of the high crystallization resistance epsilon-CL-20 crystal is increased to 170-175 ℃, and the crystallization temperature is increased by about 35 ℃ (figure 3); in example 3, the initial crystallization temperature of the high crystallization resistance epsilon-CL-20 crystal is increased to 175-180 ℃, and the crystallization temperature is increased by about 40 ℃ (figure 4); in example 4, the initial crystallization temperature of the high crystallization resistance epsilon-CL-20 crystal is increased to 170-175 ℃, and the crystallization temperature is increased by about 35 ℃ (FIG. 5).
The above examples show that the catecholamine polymer coating layer is coated on the surface of the epsilon-CL-20 crystal raw material, and the content of the epsilon-CL-20 crystal and the catecholamine polymer is controlled within a specific range, so that the crystal change of the epsilon-CL-20 crystal can be effectively inhibited, and compared with the epsilon-CL-20 crystal raw material, the crystal change temperature of the obtained product is improved by 35-40 ℃ after the treatment by the method provided by the invention, which is superior to that of the conventional method in the prior art.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (9)
1. A method for inhibiting crystal transformation of epsilon-CL-20 crystals by using a catecholamine polymer comprises the following steps:
mixing catecholamine, epsilon-CL-20 crystal raw materials and Tris-HCl buffer solution to obtain mixed feed liquid, and then reacting under the stirring condition; carrying out solid-liquid separation on the suspension obtained after the reaction, and sequentially washing and drying the obtained solid material to obtain high crystal deformation resistance epsilon-CL-20 crystals;
wherein the content of the epsilon-CL-20 crystals with high crystal change resistance is 99.10-99.20 wt%.
2. The method of claim 1, wherein the Tris-HCl buffer has a concentration of 1 to 10mmol/L and a pH of 8.5 to 8.8.
3. The method of claim 1, wherein the catecholamine comprises one or more of dopamine, levodopamine, 6-hydroxydopamine and norepinephrine.
4. The method according to any one of claims 1 to 3, wherein the concentration of catecholamine in the mixed feed liquid is 0.5 to 2 mg/mL.
5. The method according to claim 1, wherein the epsilon-CL-20 crystal feedstock has a particle size of 150 to 300 [ mu ] m.
6. The method of claim 1, wherein the catecholamine, the epsilon-CL-20 crystal starting material and the Tris-HCl buffer are mixed in a manner that: catecholamine is dissolved in Tris-HCl buffer solution, and the obtained catecholamine solution is mixed with epsilon-CL-20 crystal raw material.
7. The method according to claim 1 or 6, wherein the reaction temperature is room temperature and the reaction time is 10-12 h.
8. The method according to claim 1, wherein the washing solution used for the washing is ethanol; the drying temperature is 45-55 ℃, and the drying time is 5-7 h.
9. The epsilon-CL-20 crystal with high crystal variation resistance is characterized by being prepared by wrapping a catecholamine polymer coating layer on the surface of a raw material of the epsilon-CL-20 crystal by adopting the method of any one of claims 1 to 8; wherein the content of the epsilon-CL-20 crystals with high crystal change resistance is 99.10-99.20 wt%.
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| CN105777457A (en) * | 2016-04-01 | 2016-07-20 | 中国工程物理研究院化工材料研究所 | Method for coating energetic crystal surfaces |
| CN109096022A (en) * | 2018-09-17 | 2018-12-28 | 中国工程物理研究院化工材料研究所 | A kind of HNIW base composite explosives and preparation method thereof that heat-resistant crystalline substance becomes |
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| CN106905090A (en) * | 2017-03-28 | 2017-06-30 | 中国工程物理研究院化工材料研究所 | A kind of heat-resisting HMX base complex of high density and preparation method |
| CN108117470A (en) * | 2017-12-20 | 2018-06-05 | 西安近代化学研究所 | A kind of method that CL-20 mechanical sensitivities are reduced using poly-dopamine |
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| CN109096022A (en) * | 2018-09-17 | 2018-12-28 | 中国工程物理研究院化工材料研究所 | A kind of HNIW base composite explosives and preparation method thereof that heat-resistant crystalline substance becomes |
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