CN108948069A - A kind of new preparation method of long acting antibiotic material - Google Patents
A kind of new preparation method of long acting antibiotic material Download PDFInfo
- Publication number
- CN108948069A CN108948069A CN201810852296.8A CN201810852296A CN108948069A CN 108948069 A CN108948069 A CN 108948069A CN 201810852296 A CN201810852296 A CN 201810852296A CN 108948069 A CN108948069 A CN 108948069A
- Authority
- CN
- China
- Prior art keywords
- mouthfuls
- reaction flasks
- production
- long acting
- cooled
- 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.)
- Pending
Links
- 230000003115 biocidal effect Effects 0.000 title claims abstract description 17
- 239000000463 material Substances 0.000 title claims abstract description 17
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 46
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 11
- 238000003756 stirring Methods 0.000 claims abstract description 11
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 10
- 238000001816 cooling Methods 0.000 claims abstract description 9
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 claims abstract description 8
- QXDDDCNYAAJLBT-UHFFFAOYSA-N 3-chloropropyl(trimethyl)silane Chemical compound C[Si](C)(C)CCCCl QXDDDCNYAAJLBT-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 5
- 239000008213 purified water Substances 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 229910001873 dinitrogen Inorganic materials 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 4
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 2
- 238000001514 detection method Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 38
- 230000000694 effects Effects 0.000 abstract description 9
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 3
- 238000005070 sampling Methods 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- -1 dimethyl tertiary amine Chemical class 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
Abstract
The present invention relates to biomedicine technical field more particularly to a kind of new preparation methods of long acting antibiotic material.The technical solution adopted by the present invention is that: octadecyldimethyl tertiary amine is added in three mouthfuls of reaction flasks, stirring, sequentially add chloropropyl trimethyl silane and propylene glycol monomethyl ether, under nitrogen protection, it is heated to return stirring 35h, it is cooling, sampling, after testing product content is qualified, connect vacuum oil pump, it is to slowly warm up to 100 DEG C, successively boil off solvent propylene glycol methyl ether, excessive chloropropyl trimethyl silane and unreacted octadecyldimethyl tertiary amine, it is cooled to room temperature under vacuum, shed vacuum, isopropanol is added, the isopropanol solvent of getting the product, then it is stirred after being mixed with the purified water of constant weight ratio, it can be obtained by physical antibacterial liquid.The invention has the advantages that in process of production more efficient, production process more simplifies, and greatly reduces production cost on the whole, keeps its effect in production more preferable.
Description
Technical field
The present invention relates to biomedicine technical field more particularly to a kind of new preparation methods of long acting antibiotic material.
Background technique
The Antibacterial Mechanism of quaternary ammonium salt antiseptic is adsorbed using surface electrostatic, so that the tissue of bacterium is changed, to make
Zymoprotein and nucleic acid denaturation.This kind of antibacterial finishing agent is cationic surfactant.
Zhejiang University Jiang Bo is detailed in " γ-r-chloropropyl trimethoxyl silane quaternization reaction law study " this article
Describe a kind of preparation of organosilicon quaternary ammonium salt long acting antibiotic material.
Its structure are as follows:
Also the preparation of this organosilicon quaternary ammonium salt long acting antibiotic material is referred in CN200710085136.
Its structure are as follows:
Summary of the invention
The object of the present invention is to provide a kind of new preparation methods of long acting antibiotic material, it uses completely new producer
Method avoids in the prior art in such a way that expensive catalyst is produced, to reduce in process of production
Production cost, production method of the invention do not need to remove excessive amine using acid binding agent in process of production, makes it in life
More efficient during production, production process more simplifies, and reduces production cost on the whole, it is made to produce or use
Effect in journey is all more preferable.
Technical scheme is as follows:
A kind of new preparation method of long acting antibiotic material characterized by comprising 1) add in three mouthfuls of reaction flasks
The step of entering 20.00g octadecyldimethyl tertiary amine;2) step of uniform stirring is carried out to the octadecyldimethyl tertiary amine of addition
Suddenly;3) the step of 30.0g chloropropyl trimethyl silane and 50g propylene glycol monomethyl ether is successively added into three mouthfuls of reaction flasks again;
4) nitrogen gas conveying device is connected on one of input port of three mouthfuls of reaction flasks, it is ensured that in three mouthfuls of reaction flasks completely
The step of under protection in nitrogen;5) three mouthfuls of reaction flasks be heated to carrying out after reflux stirring and maintaining 35 small
When the step of;6) it is cooled down, and the step of being cooled to room temperature;7) product after cooling is sampled, detection takes
The product content of sample, it is ensured that the content of product reaches 80% or more step;8) one of them by three mouthfuls of reaction flasks is defeated
It connects nitrogen gas conveying device on entrance to remove, and the step of this input port connects vacuum oil pump;9) to three mouthfuls of reaction flasks
Vacuumize process is carried out, then three mouthfuls of reaction flasks is carried out being to slowly warm up to 100 degrees Celsius, successively boils off solvent propylene glycol
The step of methyl ether, excessive chloropropyl trimethyl silane and unreacted octadecyldimethyl tertiary amine;10) three mouthfuls of reactions
The step of bottle is cooled to room temperature under a vacuum;11) vacuum oil pump is removed, and is added into three mouthfuls of reaction flasks
50g isopropanol, the step of obtaining the isopropanol solvent of product;12) by obtained isopropanol solvent and purified water according to weight ratio
The step of ratio for 1:100 is mixed and carries out uniform stirring.
Further, the mode being water-cooled is adopted when cooling down three mouthfuls of reaction flasks to cool down.
Further, one of input port position of three mouthfuls of reaction flasks connects temperature-detecting device, by described
Temperature-detecting device can accurately understand the temperature conditions in three mouthfuls of reaction flasks.
Beneficial effects of the present invention:
The present invention in process of production more efficient, production process more simplify, and greatly reduce production on the whole
Cost, make it production when effect it is more preferable.
Specific embodiment
A kind of new preparation method of long acting antibiotic material, it uses completely new production method, with traditional producer
Method is different, it is avoided in the prior art in such a way that expensive catalyst is produced, and thus greatly reduces
Production cost in production process, in the use process for making the later period of organosilicon quaternary ammonium salt long acting antibiotic material, use cost
It substantially reduces, its promotion effect in use can be made more preferable.Production method of the invention is not required in process of production
Excessive amine is removed using acid binding agent, make its in process of production more efficient, production process more simplifies, on the whole
Reduce production cost, keep its effect in production or use process all more preferable, this efficiently solve it is existing in the art
Production method is more complicated when production, controls relatively difficult technical problem, makes organosilicon quaternary ammonium salt long acting antibiotic material
Efficiency in production can greatly improve.The present invention includes: that 20.00g octadecyl 1) is added in three mouthfuls of reaction flasks
The step of dimethyl tertiary amine;This reaction flask tool there are three mouth is added, carry out using when it is more convenient, make it in process of production
Can reduce be added the substance occupied time, improve production efficiency in process of production.2) to the octadecyl of addition
Dimethyl tertiary amine carries out the step of uniform stirring;Ensure octadecyldimethyl tertiary amine dispersion it is more uniform, for it is subsequent and its
The substance that it is added carries out mixing and provides basis.3) 30.0g chloropropyl trimethyl is successively added into three mouthfuls of reaction flasks again
The step of silane and 50g propylene glycol monomethyl ether;4) nitrogen conveying dress is connected on one of input port of three mouthfuls of reaction flasks
It sets, it is ensured that the step of being completely under the protection of nitrogen in three mouthfuls of reaction flasks;Ensure them in subsequent heat reaction
Effect, enable the substance in three mouthfuls of reaction flasks heat reaction more sufficiently, and reaction efficiency is higher.5) to described three
Mouth reaction flask carries out carrying out the step of stirring and maintaining 35 hours after being heated to reflux;In this step, it is heated to reflux
Temperature is 120 degree or so under normal circumstances, it is ensured that sufficient reaction is able to carry out between each substance.6) it is cooled down, and
And the step of being cooled to room temperature.7) product after cooling is sampled, detects the product content of sampling, it is ensured that the content of product
Reach 80% or more step;Only reach the operation that this requirement just can be carried out next step.8) by three mouthfuls of reaction flasks
It connects nitrogen gas conveying device on one of input port to remove, and the step of this input port connects vacuum oil pump;Ensure subsequent
Reaction carried out under conditions of vacuum.9) vacuumize process is carried out to three mouthfuls of reaction flasks, then described three mouthfuls is reacted
Bottle carries out being to slowly warm up to 100 degrees Celsius, successively boils off solvent propylene glycol methyl ether, excessive chloropropyl trimethyl silane and not anti-
The step of octadecyldimethyl tertiary amine answered;It can more thoroughly be more convenient more efficiently to remove unwanted substance in this way,
During this must I shouldn't be carried out under conditions of vacuum, the purpose completely removed is otherwise not achieved, can make to produce
The substance degree of purity come is relatively low, and expected requirement is not achieved.10) three mouthfuls of reaction flasks are cooled down under a vacuum
The step of to room temperature;11) remove vacuum oil pump, at this time key reaction step all completely, then to three mouthfuls of reaction flasks
Interior addition 50g isopropanol, the step of obtaining the isopropanol solvent of product;So far organosilicon quaternary ammonium salt long acting antibiotic material is produced
Main matter has produced completion, it is only necessary to the subsequent corresponding cooperation mixing of progress.12) by obtained isopropanol solvent with
The step of purified water is mixed according to the ratio that weight ratio is 1:100 and carries out uniform stirring, at this moment obtains organosilicon
Quaternary ammonium salt long acting antibiotic material, entire production process are also fully completed, this production method makes the complexity of production process on the whole
Property becomes lower, more efficient when production, compared with the traditional way, greatly reduces production cost, makes organosilicone quaternary ammonium
Salt long acting antibiotic material is more convenient in the use process in later period.
It adopts the mode being water-cooled when preferably, cooling down three mouthfuls of reaction flasks to cool down, usual situation
To adopt that the effect being water-cooled is relatively good, can make it is cooling more efficient, can reduce in process of production it is cooling occupied by
Time, keep cooling overall effect more reliable.
Preferably, one of input port position of three mouthfuls of reaction flasks connects temperature-detecting device, by described
Temperature-detecting device can accurately understand the temperature conditions in three mouthfuls of reaction flasks, react it to three mouthfuls in process of production
Bottle can grasp internal heating temperature at any time when being heated, keep its entire heating process effect more stable, make each substance
It reacts more thorough, more evenly, keeps the safety in entire production process also more preferable.
The above is a preferred embodiment of the present invention, it is noted that for those skilled in the art
For, without departing from the principles of the present invention, it can also make several improvements or replace, these are improved or replacement
It should be regarded as protection scope of the present invention.
Claims (3)
1. a kind of new preparation method of long acting antibiotic material characterized by comprising 1) be added in three mouthfuls of reaction flasks
20.00g the step of octadecyldimethyl tertiary amine;2) step of uniform stirring is carried out to the octadecyldimethyl tertiary amine of addition
Suddenly;3) the step of 30.0g chloropropyl trimethyl silane and 50g propylene glycol monomethyl ether is successively added into three mouthfuls of reaction flasks again;
4) nitrogen gas conveying device is connected on one of input port of three mouthfuls of reaction flasks, it is ensured that in three mouthfuls of reaction flasks completely
The step of under protection in nitrogen;5) three mouthfuls of reaction flasks be heated to carrying out after reflux stirring and maintaining 35 small
When the step of;6) it is cooled down, and the step of being cooled to room temperature;7) product after cooling is sampled, detection takes
The product content of sample, it is ensured that the content of product reaches 80% or more step;8) one of them by three mouthfuls of reaction flasks is defeated
It connects nitrogen gas conveying device on entrance to remove, and the step of this input port connects vacuum oil pump;9) to three mouthfuls of reaction flasks
Vacuumize process is carried out, then three mouthfuls of reaction flasks is carried out being to slowly warm up to 100 degrees Celsius, successively boils off solvent propylene glycol
The step of methyl ether, excessive chloropropyl trimethyl silane and unreacted octadecyldimethyl tertiary amine;10) three mouthfuls of reactions
The step of bottle is cooled to room temperature under a vacuum;11) vacuum oil pump is removed, and is added into three mouthfuls of reaction flasks
50g isopropanol, the step of obtaining the isopropanol solvent of product;12) by obtained isopropanol solvent and purified water according to weight ratio
The step of ratio for 1:100 is mixed and carries out uniform stirring.
2. a kind of new preparation method of long acting antibiotic material according to claim 1, it is characterised in that: to described three mouthfuls
The mode being water-cooled is adopted when reaction flask is cooled down to be cooled down.
3. a kind of new preparation method of long acting antibiotic material according to claim 1, it is characterised in that: described three mouthfuls anti-
It answers one of input port position of bottle to connect temperature-detecting device, can accurately be understood by the temperature-detecting device described
Temperature conditions in three mouthfuls of reaction flasks.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201810852296.8A CN108948069A (en) | 2018-07-27 | 2018-07-27 | A kind of new preparation method of long acting antibiotic material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201810852296.8A CN108948069A (en) | 2018-07-27 | 2018-07-27 | A kind of new preparation method of long acting antibiotic material |
Publications (1)
Publication Number | Publication Date |
---|---|
CN108948069A true CN108948069A (en) | 2018-12-07 |
Family
ID=64466343
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201810852296.8A Pending CN108948069A (en) | 2018-07-27 | 2018-07-27 | A kind of new preparation method of long acting antibiotic material |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN108948069A (en) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1792158A (en) * | 2005-11-30 | 2006-06-28 | 山东大学 | Method for preparing organosilyl quaternary ammonium salt sterilizing agent |
CN103948626A (en) * | 2014-04-24 | 2014-07-30 | 南雄鼎成化工有限公司 | Organosilicon quaternary ammonium salt antibacterial agent for synergism of skin and application of antibacterial agent |
CN104447845A (en) * | 2014-10-28 | 2015-03-25 | 南京睿友贸易实业有限公司 | Quaternary ammonium salt compound as well as preparation method and application thereof, antibacterial finishing agent and antibacterial fabrics |
CN106366109A (en) * | 2016-08-08 | 2017-02-01 | 南雄鼎成新材料科技有限公司 | Preparation method for aroma-releasing long-acting physical antibacterial agent |
CN107334653A (en) * | 2017-07-12 | 2017-11-10 | 南雄鼎成新材料科技有限公司 | A kind of antibacterial anti-dandruff and itching-relieving shampoo with treatment containing organosilicon quaternary ammonium salt |
-
2018
- 2018-07-27 CN CN201810852296.8A patent/CN108948069A/en active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1792158A (en) * | 2005-11-30 | 2006-06-28 | 山东大学 | Method for preparing organosilyl quaternary ammonium salt sterilizing agent |
CN103948626A (en) * | 2014-04-24 | 2014-07-30 | 南雄鼎成化工有限公司 | Organosilicon quaternary ammonium salt antibacterial agent for synergism of skin and application of antibacterial agent |
CN104447845A (en) * | 2014-10-28 | 2015-03-25 | 南京睿友贸易实业有限公司 | Quaternary ammonium salt compound as well as preparation method and application thereof, antibacterial finishing agent and antibacterial fabrics |
CN106366109A (en) * | 2016-08-08 | 2017-02-01 | 南雄鼎成新材料科技有限公司 | Preparation method for aroma-releasing long-acting physical antibacterial agent |
CN107334653A (en) * | 2017-07-12 | 2017-11-10 | 南雄鼎成新材料科技有限公司 | A kind of antibacterial anti-dandruff and itching-relieving shampoo with treatment containing organosilicon quaternary ammonium salt |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN105949197A (en) | Novel crystal forms of Ibrutinib and preparation method of novel crystal forms | |
CN104324751B (en) | A kind of catalyst for hydrosilylation of olefins, its preparation method and use the hydrosilylation of olefins of this catalyst | |
CN104892592A (en) | Preparation method for tedizolid | |
CN106946716B (en) | A kind of benzalkonium chloride monomer synthesis technology | |
CN102558220A (en) | Preparation method of cage type n-propyl oligomeric silsesquioxane | |
CN108948069A (en) | A kind of new preparation method of long acting antibiotic material | |
CN105524280A (en) | Branched chain silicone oil and preparation method thereof | |
CN105399635B (en) | The method that microwave synthesizes the biphenyl of 2 nitro, 3 ', 4 ', 5 ' trifluoro 1,1 ' | |
CN106823983B (en) | Three-dimensional tree-like conjugated compound-carbon mano-tube composite, preparation method and application | |
CN108912162A (en) | A kind of production method of New-type long-acting anti-biotic material | |
CN106349277B (en) | A method of preparing alkoxy end-capped poly- methyl trifluoro propyl siloxane oligomer | |
US10047108B2 (en) | Platinum (II) diene complexes with chelating dianionic ligands and their use in hydrosilylation reactions | |
CN110669002B (en) | Synthetic method of 2-fluoro-3-hydroxypyridine-4-carboxylic acid | |
CN109593366A (en) | A kind of dedicated high thermal conductivity coefficient Silica hydrogel of electronics industry and preparation method thereof | |
CN104327269B (en) | A kind of hyperbranched polyorganosiloxane containing macrocyclic structure and its synthetic method | |
CN105854946A (en) | Platiniferous hydrosilylation catalyst and preparation method thereof | |
TWI313256B (en) | Process for preparing 4-aminodiphenylamine intermediates | |
CN105130835A (en) | Palmitoleic acid monoisopropanolamide synthesis method | |
CN104556237B (en) | Ferrous carbonate hexahedron and preparation method thereof | |
CN105294506B (en) | A kind of guanidine radicals long-chain gemini quaternary ammonium salt and preparation method thereof | |
CN105859608A (en) | Method for preparing pimavanserin hemitartrate crystal form B | |
CN106699800A (en) | Preparation method of methyl trialkoxysilane | |
CN102220004B (en) | Heat-resisting silicone oil composite | |
CN106234385A (en) | A kind of 1,2,4 triazole derivatives containing benzopyrazines structure are as the application of antibacterial | |
CN106234387A (en) | A kind of 1,2,4 triazole derivatives containing methyl benzopyrazines structure are as the application of antibacterial |
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 | ||
RJ01 | Rejection of invention patent application after publication |
Application publication date: 20181207 |
|
RJ01 | Rejection of invention patent application after publication |