CN115477578B - Purification method of nonanoyl chloride - Google Patents
Purification method of nonanoyl chloride Download PDFInfo
- Publication number
- CN115477578B CN115477578B CN202211269998.6A CN202211269998A CN115477578B CN 115477578 B CN115477578 B CN 115477578B CN 202211269998 A CN202211269998 A CN 202211269998A CN 115477578 B CN115477578 B CN 115477578B
- Authority
- CN
- China
- Prior art keywords
- dioxane
- dmf
- nonanoyl chloride
- mixture
- nonanoyl
- Prior art date
- 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.)
- Active
Links
- NTQYXUJLILNTFH-UHFFFAOYSA-N nonanoyl chloride Chemical compound CCCCCCCCC(Cl)=O NTQYXUJLILNTFH-UHFFFAOYSA-N 0.000 title claims abstract description 58
- 238000000034 method Methods 0.000 title claims abstract description 43
- 238000000746 purification Methods 0.000 title claims description 9
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims abstract description 44
- 239000012535 impurity Substances 0.000 claims abstract description 20
- 238000002156 mixing Methods 0.000 claims abstract description 15
- 239000011541 reaction mixture Substances 0.000 claims abstract description 11
- 150000001263 acyl chlorides Chemical class 0.000 claims abstract description 6
- 238000004821 distillation Methods 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 38
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 36
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 6
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 22
- 239000007864 aqueous solution Substances 0.000 abstract description 4
- 238000005265 energy consumption Methods 0.000 abstract description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 60
- 239000000047 product Substances 0.000 description 12
- 239000002351 wastewater Substances 0.000 description 11
- 238000001514 detection method Methods 0.000 description 9
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 8
- 239000000945 filler Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 239000012043 crude product Substances 0.000 description 5
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- ZRVUJXDFFKFLMG-UHFFFAOYSA-N Meloxicam Chemical compound OC=1C2=CC=CC=C2S(=O)(=O)N(C)C=1C(=O)NC1=NC=C(C)S1 ZRVUJXDFFKFLMG-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 238000005868 electrolysis reaction Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 229960001929 meloxicam Drugs 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000005273 aeration Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/64—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for purifying nonanoyl chloride, which specifically comprises the following steps: adding an entrainer into the acyl chloride reaction mixture, fully mixing at room temperature, and carrying out distillation treatment at the temperature of 30-45 ℃ under the pressure of minus 0.08-minus 0.09 MPa; the entrainer is an entrainer mainly comprising 1, 4-dioxane. The method is used for removing DMF impurities from the DMF-containing nonanoyl chloride product. The process avoids the possible damage of water to the nonanoyl chloride by eliminating the use of water and aqueous solutions, and the present invention provides a suitable scheme for removing DMF from the nonanoyl chloride product. By applying the method provided by the scheme to treat DMF impurities in the nonanoyl chloride, the content of DMF impurities in the nonanoyl chloride can be reduced to below 0.03% at a lower temperature, so that the physicochemical state of the nonanoyl chloride is ensured, and the energy consumption in the process of removing DMF impurities from the nonanoyl chloride is lower.
Description
Technical Field
The invention relates to a purification method, in particular to a purification method of nonanoyl chloride, which is used for removing DMF impurities from a DMF-containing nonanoyl chloride product.
Background
N, N-Dimethylformamide (DMF) is one of the common solvents in organic synthesis, often used as a solvent or catalyst in the synthesis of acid chlorides, and in order to obtain a product meeting the purity requirement, it is generally necessary to remove the introduced DMF from the reaction product, thereby obtaining the desired purity of the target product. Generally, there are several methods for removing DMF from the reaction mixture. The first method is water washing or extraction separation, and the product is separated by utilizing solubility. The second method is high vacuum distillation, which is suitable for purification of less temperature sensitive products. The third method is azeotropic distillation, which uses acetonitrile or more than ten times of water as entrainer to azeotrope with DMF.
In order to more effectively remove DMF contained in the mixture, the skilled person continually proposes some innovations and improvements; the invention application with publication number CN01128086.7 provides a refining process of meloxicam, wherein a method and a step for reducing the content of crude meloxicam with DMF content more than 1000ppm to below 10ppm after the crude meloxicam is treated by alkaline alcohol solution are provided. The invention application with the application number 202111560948 provides a treatment method of DMF wastewater, which comprises the steps of firstly adjusting a mixture to a specified acid and temperature range, then performing alkaline hydrolysis for a certain time, and then performing tower treatment. The wastewater with DMF content of (15-20) g/L can be treated to have DMF content below 0.08g/L and DMF removal efficiency above 99.6%.
In 2019, liu Guo et al studied the detection influence factors of DMF wastewater treatment by the stripping method. The results show that the absorbance and the dimethylamine addition amount show good linear relation in the range of 0-142 mg dimethylamine addition amount when 5mL DMF standard solution (100 mg/L) is added, and the linear equation is y= -0.0007x+0.311 2, and the correlation coefficient (r) is 0.970 0. At 178mg dimethylamine addition, a red precipitate was produced. Recovery rates at different standard addition levels after dimethylamine effect removal were 94.7% to 97.9% with a Relative Standard Deviation (RSD) of 3.79% to 7.70%.
In 2020, gao Yanfang and the like, a centrifugal extraction method is utilized to treat the high-concentration DMF wastewater, the influence of the phase ratio, the series number and the flow on the DMF extraction effect is examined, and the optimal condition of the DMF wastewater treatment is determined. As can be seen from the results, the preferred operating conditions are three stages of countercurrent flow, the total flow of feed being controlled within 600mL/min and the DMF content of raffinate being less than 1% compared to O/A=1:1 (volume ratio). Meanwhile, a series of problems existing in the prior art are solved, and the treatment cost of wastewater is greatly reduced. In the same year Xu Kunlun et al reported that DMF organic matter in wastewater can be reasonably recovered by applying an independently developed pressure reducing device or rectifying device, etc.
2021, Ma Ruili et al used a 2-grade A/O-HBR process to treat N, N-Dimethylformamide (DMF) wastewater, and conducted comparative experimental study on denitrification and carbon removal effects of processes of adding high-efficiency biological rope filler and polyurethane sponge filler. The result shows that the film formation of 2 fillers can be completed within 21d, and the COD removal rate reaches more than 95%; the TN removal effect of the polyurethane sponge filler is obviously better than that of the high-efficiency biological rope filler, the removal rates of COD and TN are respectively up to 97.35% and 88.85%, the shock load resistance is strong, the synchronous nitrification and denitrification reaction effect is obvious, and the polyurethane sponge filler is more suitable for treating DMF wastewater in a 2-level A/O-HBR process.
In the same year Chen Luyuan and the like take titanium oxide-loaded activated carbon particles (TiO 2/AC) as three-dimensional electrodes, and an iron plate and a graphite plate are respectively an electrode anode and a cathode to degrade DMF wastewater. The influence of electrolysis voltage, pH, electrolyte concentration, electrolysis time and aeration quantity on the COD degradation effect of the DMF wastewater is examined. The best condition of COD degradation effect is explored through an orthogonal test, and the research result shows that when the pH is 4, the voltage is 13V, the electrolyte concentration is 2.5g/L, the aeration is 1L/h, and the electrolysis time is 80min, the COD degradation rate of DMF wastewater can reach 91%. The experimental result provides a certain reference value for the treatment of DMF organic wastewater.
In 2022, xia Yunkang et al explored the sectional water inlet ratio (8:2, 7:7) of a primary A/O anoxic tank (A1) and a secondary A/O anoxic tank (A2) by adopting a two-stage A/O-sponge filler process to treat DMF wastewater
3. 6:4, 5:5) To the denitrification and carbon removal efficiency of the system. The results show that the two-stage A/O-sponge filler process can realize high-efficiency removal of COD under different sectional water inlet ratios, the average removal rate of COD is more than 95%, and the removal of TN, NO 3-N and NH4+ -N by the system is greatly influenced by the sectional water inlet ratio. Under the condition of higher (8:2 and 7:3) sectional water inlet ratio, the removal rate of the TN of the system is 81.39-89.03 percent, and TN mainly exists in the forms of NH4+ -N and NO 3-N; when the sectional water inlet ratio is reduced to 6:4, the TN removal rate of the system reaches an optimal value 91.33%, and the NH4 < + > -N and NO3 < - > -N of the outlet water are obviously lower than the working conditions of the rest water inlet ratio and respectively reduced to 8.04mg/L and 7.06mg/L.
The above schemes all use water or aqueous solutions, however, the above schemes are not suitable for DMF removal from nonanoyl chloride. The nonanoyl chloride has strong water sensitivity, and can easily react with water when contacted with water, so that the nonanoyl chloride is damaged by the water.
Therefore, the above scheme and technique are not applicable to removal of DMF contained in nonanoyl chloride, and thus a purification method of nonanoyl chloride is desired.
Disclosure of Invention
The invention aims to provide a purification method of nonanoyl chloride, which is used for removing DMF impurities from a nonanoyl chloride product containing DMF.
In order to solve the technical problems, the invention adopts the following technical scheme:
A method for purifying nonanoyl chloride specifically comprises the following steps: adding an entrainer into the acyl chloride reaction mixture, fully mixing at room temperature, and carrying out distillation treatment at the temperature of 30-45 ℃ under the pressure of minus 0.08-minus 0.09 MPa;
Wherein the entrainer is an entrainer mainly comprising 1, 4-dioxane.
Wherein the entrainer is 1, 4-dioxane, a mixture of 1, 4-dioxane and toluene or a mixture of 1, 4-dioxane and n-butyl ether.
Further optimizing, the adding amount of the entrainer is 0.5-10 times of the liquid volume of the acyl chloride reaction mixture.
Wherein the entrainer is added in an amount of 5-8 times the liquid volume of the acid chloride reaction mixture.
The mixture of the 1, 4-dioxane and toluene is specifically a mixture obtained by mixing the 1, 4-dioxane and toluene in proportion, wherein the mass fraction of the 1, 4-dioxane in the mixture is 50-99%.
Further defined, the mass fraction of 1, 4-dioxane in the mixture is 75% -85%.
The mixture of the 1, 4-dioxane and the n-butyl ether is specifically a mixture obtained by mixing the 1, 4-dioxane and the n-butyl ether in proportion, and the mass fraction of the 1, 4-dioxane in the mixture is 70-99%.
Further optimizing, the mass fraction of the 1, 4-dioxane in the mixture is 85% -95%.
Compared with the prior art, the invention has the following beneficial effects:
The method is used for removing DMF impurities from the DMF-containing nonanoyl chloride product. The process avoids the possible damage of water to the nonanoyl chloride by eliminating the use of water and aqueous solutions, and the present invention provides a suitable scheme for removing DMF from the nonanoyl chloride product. By applying the method provided by the scheme to treat DMF impurities in the nonanoyl chloride, the content of DMF impurities in the nonanoyl chloride can be reduced to below 0.03% at a lower temperature, so that the physicochemical state of the nonanoyl chloride is ensured, and the energy consumption in the process of removing DMF impurities from the nonanoyl chloride is lower.
Detailed Description
The following disclosure provides many different implementations, or examples, for implementing different configurations of embodiments of the invention. In order to simplify the disclosure of embodiments of the present invention, components and arrangements of specific examples are described below. Of course, they are merely examples and are not intended to limit embodiments of the present invention. Furthermore, embodiments of the present invention may repeat reference numerals and/or letters in the various examples, which are for the purpose of brevity and clarity, and which do not themselves indicate the relationship between the various embodiments and/or arrangements discussed.
Example 1
The embodiment discloses a purification method of nonanoyl chloride, which specifically comprises the following steps: adding an entrainer into the acyl chloride reaction mixture, fully mixing at room temperature, and carrying out distillation treatment at the temperature of 30-45 ℃ under the pressure of minus 0.08-minus 0.09 MPa; preferably-0.08 MPa and 40 ℃;
Wherein the entrainer is an entrainer mainly comprising 1, 4-dioxane.
Further preferably, the entrainer is 1, 4-dioxane, a mixture of 1, 4-dioxane and toluene or a mixture of 1, 4-dioxane and n-butyl ether.
Wherein the entrainer is added in an amount of 0.5 to 10 times, preferably 6 times, the volume of the liquid of the acid chloride reaction mixture.
Further defined, the entrainer is added in an amount of 5 to 8 times the liquid volume of the acid chloride reaction mixture.
The mixture of the 1, 4-dioxane and toluene is specifically a mixture obtained by mixing the 1, 4-dioxane and toluene in proportion, wherein the mass fraction of the 1, 4-dioxane in the mixture is 50-99%.
Further defined is that the mass fraction of 1, 4-dioxane in the mixture is 75% to 85%, preferably 70%.
The mixture of the 1, 4-dioxane and the n-butyl ether is specifically a mixture obtained by mixing the 1, 4-dioxane and the n-butyl ether in proportion, and the mass fraction of the 1, 4-dioxane in the mixture is 70-99%.
Further defined, the mass fraction of 1, 4-dioxane in the mixture is 85% -95%.
In order to facilitate a further understanding of the invention by those skilled in the art, the invention is further described below in connection with specific embodiments.
Case one
Taking a crude product of nonanoyl chloride with the impurity content of 19.48% of DMF (N, N-dimethylformamide), adding 5 times of 1, 4-dioxane, uniformly mixing, carrying out reduced pressure distillation at the temperature of-0.09 MP and 60 ℃ until no obvious distillate exists, and carrying out gas phase detection (according to gas phase detection standard) on the obtained nonanoyl chloride, wherein the detection result shows that the residual DMF content of the crude product of nonanoyl chloride can be reduced to 0.02% after the 1, 4-dioxane treatment.
Case two
Taking a coarse nonanoyl chloride product with the DMF impurity content of 19.48%, adding a mixture of 1, 4-dioxane and toluene with the volume of 6 times, wherein the mass percent of the 1, 4-dioxane in the mixture is 70%, and the mass percent of the toluene in the mixture is 30%, and uniformly mixing;
The obtained nonanoyl chloride is subjected to gas phase detection, and the detection result shows that the residual DMF content of the nonanoyl chloride crude product can be reduced to 0.02% after the treatment.
Case three
Taking a coarse nonanoyl chloride product with the DMF impurity content of 19.48%, adding a mixture of 1, 4-dioxane and n-butyl ether with the volume of 8 times, wherein the mass percent of the 1, 4-dioxane in the mixture is 80%, and the mass percent of the n-butyl ether in the mixture is 20%, and uniformly mixing;
The obtained nonanoyl chloride is subjected to gas phase detection, and the detection result shows that the residual DMF content of a nonanoyl chloride crude product can be reduced to 0.03% after the treatment.
Case four
Taking two parts of crude nonanoyl chloride with DMF impurity content of 19.48%, respectively adding 6 times of volume of dichloromethane and toluene, uniformly mixing, carrying out reduced pressure distillation at-0.09 MP pressure and 58 ℃ until no obvious distillate exists, and carrying out gas phase detection on the obtained nonanoyl chloride, wherein the residual DMF content of the two treated samples is 10.49% and 15.22% respectively.
Case five
Taking a crude product of the nonanoyl chloride with the DMF impurity content of 19.48%, adding 6 times of 1, 4-dioxane and equal volume of water, uniformly mixing, preserving the heat for 1 hour at the temperature of 60 ℃, and sampling and analyzing to reduce the nonanoyl chloride content by 30%, wherein the existence of the water causes the reaction or conversion of the nonanoyl chloride.
According to the first to fifth cases, the present invention can effectively reduce the residual DMF content by purifying the nonanoyl chloride with the entrainer mainly comprising 1, 4-dioxane. The method is used for removing DMF impurities from the DMF-containing nonanoyl chloride product. The process avoids the possible damage of water to the nonanoyl chloride by eliminating the use of water and aqueous solutions, and the present invention provides a suitable scheme for removing DMF from the nonanoyl chloride product. By applying the method provided by the scheme to treat DMF impurities in the nonanoyl chloride, the content of DMF impurities in the nonanoyl chloride can be reduced to below 0.03% at a lower temperature, so that the physicochemical state of the nonanoyl chloride is ensured, and the energy consumption in the process of removing DMF impurities from the nonanoyl chloride is lower.
While preferred embodiments of the present invention have been described, additional variations and modifications in those embodiments may occur to those skilled in the art once they learn of the basic inventive concepts. It is therefore intended that the following claims be interpreted as including the preferred embodiments and all such alterations and modifications as fall within the scope of the invention.
The foregoing description of the preferred embodiment of the invention is not intended to be limiting, but rather to cover all modifications, equivalents, and alternatives falling within the spirit and principles of the invention.
Claims (7)
1. A method for purifying nonanoyl chloride, which is characterized in that: the purification process is used to remove DMF impurities from a DMF-containing nonanoyl chloride product,
The method specifically comprises the following steps:
Adding an entrainer into the acyl chloride reaction mixture, fully mixing at room temperature, and carrying out distillation treatment at the temperature of 30-45 ℃ under the pressure of minus 0.08-minus 0.09 MPa;
The entrainer is 1, 4-dioxane, a mixture of 1, 4-dioxane and toluene or a mixture of 1, 4-dioxane and n-butyl ether.
2. The method for purifying nonanoyl chloride according to claim 1, wherein: the addition amount of the entrainer is 0.5-10 times of the volume of the liquid of the acyl chloride reaction mixture.
3. A method for purifying nonanoyl chloride according to claim 2, wherein: the entrainer is added in an amount of 5 to 8 times the liquid volume of the acid chloride reaction mixture.
4. The method for purifying nonanoyl chloride according to claim 1, wherein: the mixture of the 1, 4-dioxane and toluene is specifically a mixture obtained by mixing the 1, 4-dioxane and toluene in proportion, wherein the mass fraction of the 1, 4-dioxane in the mixture is 50% -99%.
5.The method for purifying nonanoyl chloride according to claim 4, wherein: the mass fraction of the 1, 4-dioxane in the mixture is 75% -85%.
6. The method for purifying nonanoyl chloride according to claim 1, wherein: the mixture of the 1, 4-dioxane and the n-butyl ether is specifically a mixture obtained by mixing the 1, 4-dioxane and the n-butyl ether in proportion, and the mass fraction of the 1, 4-dioxane in the mixture is 70% -99%.
7. The method for purifying nonanoyl chloride according to claim 6, wherein: the mass fraction of the 1, 4-dioxane in the mixture is 85% -95%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211269998.6A CN115477578B (en) | 2022-10-18 | 2022-10-18 | Purification method of nonanoyl chloride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211269998.6A CN115477578B (en) | 2022-10-18 | 2022-10-18 | Purification method of nonanoyl chloride |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN115477578A CN115477578A (en) | 2022-12-16 |
| CN115477578B true CN115477578B (en) | 2024-04-26 |
Family
ID=84396403
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211269998.6A Active CN115477578B (en) | 2022-10-18 | 2022-10-18 | Purification method of nonanoyl chloride |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115477578B (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007061087A (en) * | 2005-08-04 | 2007-03-15 | Univ Of Tokyo | New artificial base pairs and their use |
| WO2012129792A1 (en) * | 2011-03-30 | 2012-10-04 | 中国科学院上海药物研究所 | Pyrimidinone compounds, preparation methods, pharmaceutical compositions and uses thereof |
| CN102942470A (en) * | 2012-11-02 | 2013-02-27 | 常州大学 | Production technology of pharmaceutical grade valeryl chloride |
| CN108299190A (en) * | 2018-03-07 | 2018-07-20 | 福州大学 | A kind of method of separation and azeotropic system |
| CN111646893A (en) * | 2020-06-03 | 2020-09-11 | 宁波海曙琼杰化工技术研发工作室 | Preparation method of 2,4, 6-trimethylbenzoyl chloride |
-
2022
- 2022-10-18 CN CN202211269998.6A patent/CN115477578B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007061087A (en) * | 2005-08-04 | 2007-03-15 | Univ Of Tokyo | New artificial base pairs and their use |
| WO2012129792A1 (en) * | 2011-03-30 | 2012-10-04 | 中国科学院上海药物研究所 | Pyrimidinone compounds, preparation methods, pharmaceutical compositions and uses thereof |
| CN102942470A (en) * | 2012-11-02 | 2013-02-27 | 常州大学 | Production technology of pharmaceutical grade valeryl chloride |
| CN108299190A (en) * | 2018-03-07 | 2018-07-20 | 福州大学 | A kind of method of separation and azeotropic system |
| CN111646893A (en) * | 2020-06-03 | 2020-09-11 | 宁波海曙琼杰化工技术研发工作室 | Preparation method of 2,4, 6-trimethylbenzoyl chloride |
Also Published As
| Publication number | Publication date |
|---|---|
| CN115477578A (en) | 2022-12-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4816158A (en) | Method for treating waste water from a catalytic cracking unit | |
| CN101784480A (en) | brine purification | |
| CN112239297A (en) | Method for preparing carbon source supplement from wine wastewater and application | |
| CN109912098A (en) | A kind of resin adsorption treatment process of high-salt wastewater containing amine system | |
| CN112390445B (en) | Method and system for treating phenol-ammonia wastewater | |
| CN113683261B (en) | Treatment method of high-concentration high-salt methanol organic wastewater | |
| CN106396163A (en) | Method for comprehensive treatment and recycling of ammonium sulfate wastewater of rare-earth smelting | |
| CN111995152B (en) | Method for treating high-concentration wastewater generated in synthesis of anisole from methyl sodium sulfate waste residues | |
| CN109626722B (en) | Aerobic process wastewater treatment method adopting modified graphene iron-carbon material | |
| CN113292210A (en) | Ultramicro filter membrane manufacturing wastewater treatment process | |
| CN115477578B (en) | Purification method of nonanoyl chloride | |
| AU2009204965B2 (en) | Process for the treatment of the aqueous stream coming from the Fischer-Tropsch reaction | |
| CN114890623A (en) | Resource-recoverable acylation wastewater treatment process and system | |
| CN110282798A (en) | A kind of processing method of synthesizing substituted and imidazoles organic wastewater | |
| CN105601031A (en) | Treatment method of waste water produced during production of intermediate compound 4AA | |
| CN115925148A (en) | Method for reclaiming phenol and ammonia from semi-coke producing phenol-ammonia wastewater | |
| CN111547913A (en) | Method for recovering phenol from phenol-containing wastewater | |
| CN113880358B (en) | Method for effectively removing siloxane and COD in organic silicon wastewater | |
| CN112495000B (en) | Novel organic silicon defoaming agent for landfill leachate treatment and preparation method thereof | |
| CN109336330B (en) | Efficient treatment method of rubber accelerator wastewater | |
| US11542184B2 (en) | Processes and systems for treating sour water | |
| CN113562913A (en) | Treatment method of hydrazine hydrate production wastewater | |
| CN113603287A (en) | Method for removing acetic acid in disperse red dye wastewater | |
| CN113816549A (en) | Ammonia nitrogen recovery method in kitchen waste treatment process | |
| CN116199709B (en) | Medical organic silicon wastewater recycling treatment method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |