CN115215777A - Method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid - Google Patents

Method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid Download PDF

Info

Publication number
CN115215777A
CN115215777A CN202210802265.8A CN202210802265A CN115215777A CN 115215777 A CN115215777 A CN 115215777A CN 202210802265 A CN202210802265 A CN 202210802265A CN 115215777 A CN115215777 A CN 115215777A
Authority
CN
China
Prior art keywords
reaction
acetic acid
phosphorus pentasulfide
kettle
acid
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
Application number
CN202210802265.8A
Other languages
Chinese (zh)
Inventor
胡俊松
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wuxue Thailand Medical Science And Technology Co ltd
Original Assignee
Wuxue Thailand Medical Science And Technology Co ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wuxue Thailand Medical Science And Technology Co ltd filed Critical Wuxue Thailand Medical Science And Technology Co ltd
Priority to CN202210802265.8A priority Critical patent/CN115215777A/en
Publication of CN115215777A publication Critical patent/CN115215777A/en
Pending legal-status Critical Current

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00Thiocarboxylic acids
    • C07C327/02Monothiocarboxylic acids
    • C07C327/04Monothiocarboxylic acids having carbon atoms of thiocarboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C327/06Monothiocarboxylic acids having carbon atoms of thiocarboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of an acyclic saturated carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a method for preparing thioacetic acid by phosphorus pentasulfide and acetic acid, which comprises the following steps of S1: firstly, putting raw materials into a reaction kettle for a thio reaction, and controlling corresponding temperature and time to prepare a product; s2, rough steaming operation: the invention discloses a method for preparing a high-purity sodium hydroxide by using a reaction solution, and relates to the technical field of chemical processing. This thioacetic acid, through throwing into acetic acid and phosphorus pentasulfide to carry out the vulcanization reaction in the reation kettle, finally obtain required thioacetic acid under corresponding temperature through rough steaming operation and rectification operation, so that prove through using common basic chemical raw materials such as phosphorus pentasulfide, acetic acid to replace the current extremely toxic material hydrogen sulfide of using national key supervision and control, can effectually overcome the danger that uses hydrogen sulfide, acetic anhydride as production thioacetic acid raw materials and bring, and can improve the safety degree of product preparation, be convenient for in personnel carry out quick processing.

Description

Method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid
Technical Field
The invention relates to the technical field of chemical processing, in particular to a method for preparing thioacetic acid by phosphorus pentasulfide and acetic acid.
Background
Thioacetic acid, also known as thioacetic acid, is an organic compound, has a chemical formula of C2H4OS, is mainly used as a chemical reagent, an organic synthesis reagent, a lacrimatory agent and the like, and in case of emergency, personnel in a leakage pollution area are quickly evacuated to a safety area, isolated, strictly limited to enter and exit, and a fire source is cut off; advising emergency treatment personnel to wear a self-contained positive pressure respirator and wear a gas suit; the leakage source is cut off as far as possible, and the limited space such as a sewer, a flood discharge ditch and the like is prevented from entering.
The prior thioacetic acid uses hydrogen sulfide and acetic anhydride to react under the condition of a catalyst to generate thioacetic acid, while the process uses hydrogen sulfide gas which is a dangerous chemical and acetic anhydride which is a chemical easy to prepare toxin, which are mainly regulated by the country, wherein the reaction process of the virulent raw material and the difficult acquisition easily causes safety accidents.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a method for preparing thioacetic acid by phosphorus pentasulfide and acetic acid, which solves the problems that the prior thioacetic acid uses hydrogen sulfide and acetic anhydride to react under the condition of a catalyst to generate thioacetic acid, the process uses hydrogen sulfide gas which is a key national regulatory dangerous chemical and acetic anhydride which is a key national regulatory easily-toxic chemical, and the reaction process has severe toxicity of raw materials and high acquisition difficulty and is easy to cause safety accidents.
In order to achieve the purpose, the invention is realized by the following technical scheme: the preparation method of the thioacetic acid by the phosphorus pentasulfide and the acetic acid comprises the following steps:
s1, reaction operation: firstly, putting raw materials into a reaction kettle for a thio reaction, and controlling corresponding temperature and time to prepare a product;
s2, rough steaming operation: putting the prepared reaction solution into a rough distillation kettle, and starting a vacuum pump to perform negative pressure distillation;
s3, rectification operation: putting the obtained crude product into an enamel reaction kettle, heating and rectifying, and collecting fractions generated in the kettle to obtain a required product;
s4, packaging operation: and (4) filling the finally obtained product into a packaging barrel through a filling system, and storing in a storage warehouse.
Preferably, the thionation reaction in S1 specifically comprises the following steps:
s1-1, primary reaction: adding 200kg of acetic acid into a reaction kettle (wherein 200kg of acetic acid is added in the first batch, 0-100kg of tailing of the previous batch is used in normal production, then corresponding new acetic acid is added, and the total amount of mixed liquor is 200 kg), and carrying out normal pressure reaction;
s1-2, secondary reaction: 100kg of phosphorus pentasulfide (flake) is added, and the materials naturally react and heat up.
Preferably, the chemical equation of the sulfitation reaction in S1 is: 5CH 3 COOH+P 2 S 5 →5CH 3 COSH+P 2 O 5 And the reaction exotherm of the phosphorus pentasulfide and the acetic acid is 62.5KJ/mol.
Preferably, in the S1-2, circulating water is used for controlling the reaction temperature to be 20-80 ℃, and the reaction is carried out for 0.5-4h under the condition of heat preservation; after the heat preservation is finished, cooling to 20-50 ℃, transferring the materials to a 500L rough steaming kettle; the total working hours of each batch of reaction are about 1-4h.
Preferably, the negative pressure generated by the vacuum pump in S2 is-0.08 MPA to-0.098 MPA, the obtained crude product is 150-183kg, and the total reaction time of each batch is about 1.5-3.5h.
Preferably, the fraction with the temperature of 98-118 ℃ in the kettle is collected in S3 to obtain 90-120kg of product, and the residual tailings in the kettle are sleeved in the feeding reaction process, so that the total reaction time of each batch is about 4 hours.
Preferably, 90-135kg of waste residues are left in the S1-S3 kettle, and the generated waste residues are treated by a waste residue treatment device and then delivered to a hazardous waste disposal unit for safe disposal, wherein the waste residues contain phosphorus pentoxide and phosphorus pentasulfide.
Preferably, the S4 is performed by placing the product in a storage room with a constant temperature of 25 degrees.
Advantageous effects
The invention provides a method for preparing thioacetic acid by phosphorus pentasulfide and acetic acid. Compared with the prior art, the method has the following beneficial effects:
according to the method for preparing the thioacetic acid by using the phosphorus pentasulfide and the acetic acid, the acetic acid and the phosphorus pentasulfide are put into a reaction kettle to carry out vulcanization reaction, and the required thioacetic acid is finally obtained at a corresponding temperature through rough steaming operation and rectification operation, so that the method proves that the danger caused by using the hydrogen sulfide and the acetic anhydride as raw materials for producing the thioacetic acid can be effectively overcome by using common basic chemical raw materials such as the phosphorus pentasulfide and the acetic acid to replace the existing highly toxic material hydrogen sulfide which is mainly supervised and controlled by the country, the safety degree of product preparation can be improved, and the rapid processing is convenient for personnel.
Drawings
FIG. 1 is a process flow diagram of a thioacetic acid preparation process of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. 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.
Referring to fig. 1, the present invention provides three technical solutions:
example one
The preparation method of the thioacetic acid by the phosphorus pentasulfide and the acetic acid comprises the following steps:
s1, reaction operation: firstly, putting raw materials into a reaction kettle for a thio reaction, and controlling corresponding temperature and time to prepare a product;
s2, rough steaming operation: putting the prepared reaction solution into a rough distillation kettle, and starting a vacuum pump to perform negative pressure distillation;
s3, rectification operation: putting the obtained crude product into an enamel reaction kettle, heating and rectifying, and collecting fractions generated in the kettle to obtain a required product;
s4, packaging operation: and (4) filling the finally obtained product into a packaging barrel through a filling system, and storing the packaging barrel in a storage warehouse.
Preferably, the thionation reaction in S1 specifically comprises the following steps:
s1-1, primary reaction: adding 200kg of acetic acid into a reaction kettle (wherein 200kg of acetic acid is added in the first batch, 0-100kg of tailing of the previous batch is applied during normal production, then adding corresponding new acetic acid, and the total amount of the mixed solution is 200 kg), and carrying out normal pressure reaction;
s1-2, secondary reaction: 100kg of phosphorus pentasulfide (flake) is added, and the materials naturally react and heat up.
Preferably, the chemical equation of the sulfitation reaction in S1 is: 5CH 3 COOH+P 2 S 5 →5CH 3 COSH+P 2 O 5 And the reaction exotherm of the phosphorus pentasulfide and the acetic acid is 62.5KJ/mol.
Preferably, in the S1-2, circulating water is used for controlling the reaction temperature to be 20-80 ℃, and the reaction is carried out for 0.5-4h under the condition of heat preservation; after the heat preservation is finished, cooling to 20-50 ℃, transferring the materials to a 500L coarse steaming kettle; the total working hours of each batch of reaction are about 1-4h.
Example two
The preparation method of the thioacetic acid by the phosphorus pentasulfide and the acetic acid comprises the following steps:
s1, reaction operation: firstly, raw materials are put into a reaction kettle for a thio reaction, and the preparation of a product is carried out by controlling the corresponding temperature and time;
s2, rough steaming operation: putting the prepared reaction solution into a rough distillation kettle, and starting a vacuum pump to perform negative pressure distillation;
s3, rectification operation: putting the obtained crude product into an enamel reaction kettle, heating and rectifying, and collecting fractions generated in the kettle to obtain a required product;
s4, packaging operation: and (4) filling the finally obtained product into a packaging barrel through a filling system, and storing the packaging barrel in a storage warehouse.
Preferably, the thionation reaction in S1 specifically comprises the following steps:
s1-1, primary reaction: adding 200kg of acetic acid into a reaction kettle, (wherein 200kg of acetic acid is added in the first batch, 0-100kg of tailing of the previous batch is used in normal production, then corresponding new acetic acid is added, and the total amount of the mixed solution is 200 kg), and carrying out normal pressure reaction;
s1-2, secondary reaction: 100kg of phosphorus pentasulfide (flake) is added, and the materials naturally react and heat up.
Preferably, the chemical equation of the sulfitation reaction in S1 is: 5CH 3 COOH+P 2 S 5 →5CH 3 COSH+P 2 O 5 And the reaction exotherm of the phosphorus pentasulfide and the acetic acid is 62.5KJ/mol.
Preferably, in the S1-2, the reaction temperature is controlled at 20-80 ℃ by circulating water, and the reaction is carried out for 0.5-4h under the condition of heat preservation; after the heat preservation is finished, cooling to 20-50 ℃, transferring the materials to a 500L rough steaming kettle; the total working hours of each batch of reaction are about 1-4h.
Preferably, the negative pressure generated by the vacuum pump in S2 is-0.08 MPA to-0.098 MPA, the obtained crude product is 150-183kg, and the total reaction time of each batch is about 1.5-3.5h.
Preferably, the fraction with the temperature of 98-118 ℃ in the kettle is collected in the S3 to obtain 90-120kg of product, and the residual tailings in the kettle are used in the feeding reaction process, so that the total working hour of each batch of reaction is about 4 hours.
Preferably, 90-135kg of waste residues are left in the S1-S3 kettles, and the generated waste residues are treated by a waste residue treatment device and then delivered to a hazardous waste disposal unit for safe disposal, wherein the waste residues contain phosphorus pentoxide and phosphorus pentasulfide.
EXAMPLE III
The preparation method of thioacetic acid by using phosphorus pentasulfide and acetic acid comprises the following steps:
s1, reaction operation: firstly, putting raw materials into a reaction kettle for a thio reaction, and controlling corresponding temperature and time to prepare a product;
s2, rough steaming operation: putting the prepared reaction solution into a rough distillation kettle, and starting a vacuum pump to carry out negative pressure distillation;
s3, rectification operation: putting the obtained crude product into an enamel reaction kettle, heating and rectifying, and collecting fractions generated in the kettle to obtain a required product;
s4, packaging operation: and (4) filling the finally obtained product into a packaging barrel through a filling system, and storing the packaging barrel in a storage warehouse.
Preferably, the thionation reaction in S1 specifically comprises the following steps:
s1-1, primary reaction: adding 200kg of acetic acid into a reaction kettle, (wherein 200kg of acetic acid is added in the first batch, 0-100kg of tailing of the previous batch is used in normal production, then corresponding new acetic acid is added, and the total amount of the mixed solution is 200 kg), and carrying out normal pressure reaction;
s1-2, secondary reaction: 100kg of phosphorus pentasulfide (flake) is added, and the materials naturally react and heat up.
Preferably, the chemical equation of the sulfitation reaction in S1 is: 5CH 3 COOH+P 2 S 5 →5CH 3 COSH+P 2 O 5 And the reaction exotherm of the phosphorus pentasulfide and the acetic acid is 62.5KJ/mol.
Preferably, in the S1-2, the reaction temperature is controlled at 20-80 ℃ by circulating water, and the reaction is carried out for 0.5-4h under the condition of heat preservation; after the heat preservation is finished, cooling to 20-50 ℃, transferring the materials to a 500L coarse steaming kettle; the total working hours of each batch of reaction are about 1-4h.
Preferably, the negative pressure generated by the vacuum pump in S2 is-0.08 MPA to-0.098 MPA, the obtained crude product is 150-183kg, and the total reaction time of each batch is about 1.5-3.5h.
Preferably, the fraction with the temperature of 98-118 ℃ in the kettle is collected in the S3 to obtain 90-120kg of product, and the residual tailings in the kettle are used in the feeding reaction process, so that the total working hour of each batch of reaction is about 4 hours.
Preferably, 90-135kg of waste residues are left in the S1-S3 kettles, and the generated waste residues are treated by a waste residue treatment device and then delivered to a hazardous waste disposal unit for safe disposal, wherein the waste residues contain phosphorus pentoxide and phosphorus pentasulfide.
Preferably, the S4 is performed by placing the product in a storage room with a constant temperature of 25 degrees.
In conclusion, acetic acid and phosphorus pentasulfide are put into a reaction kettle for a vulcanization reaction, and the required thioacetic acid is finally obtained at a corresponding temperature through rough steaming operation and rectification operation, so that the evidence that the danger caused by using hydrogen sulfide and acetic anhydride as raw materials for producing the thioacetic acid can be effectively overcome by using common basic chemical raw materials such as phosphorus pentasulfide and acetic acid to replace the existing highly toxic material hydrogen sulfide which is subjected to key supervision and control in the country, the safety degree of product preparation can be improved, and the rapid processing by personnel is facilitated
And those not described in detail in this specification are well within the skill of those in the art.
It is noted that, herein, relational terms such as first and second, and the like may be used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Also, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.

Claims (8)

1. The method for preparing thioacetic acid by phosphorus pentasulfide and acetic acid is characterized by comprising the following steps: the preparation method specifically comprises the following steps:
s1, reaction operation: firstly, putting raw materials into a reaction kettle for a thio reaction, and controlling corresponding temperature and time to prepare a product;
s2, rough steaming operation: putting the prepared reaction solution into a rough distillation kettle, and starting a vacuum pump to perform negative pressure distillation;
s3, rectification operation: putting the obtained crude product into an enamel reaction kettle, heating and rectifying, and collecting fractions generated in the kettle to obtain a required product;
s4, packaging operation: and (4) filling the finally obtained product into a packaging barrel through a filling system, and storing the packaging barrel in a storage warehouse.
2. The method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid according to claim 1, wherein: the thionation reaction in S1 specifically comprises the following steps:
s1-1, primary reaction: adding 200kg of acetic acid into a reaction kettle (wherein 200kg of acetic acid is added in the first batch, 0-100kg of tailing of the previous batch is applied during normal production, then adding corresponding new acetic acid, and the total amount of the mixed solution is 200 kg), and carrying out normal pressure reaction;
s1-2, secondary reaction: 100kg of phosphorus pentasulfide (flake) is added, and the materials naturally react and heat up.
3. The method of claim 1 for the production of thioacetic acid from phosphorus pentasulfide and acetic acid, wherein: the chemical equation of the sulfitation reaction in the S1 is as follows: 5CH 3 COOH+P 2 S 5 →5CH 3 COSH+P 2 O 5 And the reaction exotherm of the phosphorus pentasulfide and the acetic acid is 62.5KJ/mol.
4. The method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid according to claim 2, wherein: in the S1-2, the reaction temperature is controlled to be 20-80 ℃ by using circulating water, and the reaction is carried out for 0.5-4h under the condition of heat preservation; after the heat preservation is finished, cooling to 20-50 ℃, transferring the materials to a 500L coarse steaming kettle; the total working hours of each batch of reaction are about 1-4h.
5. The method of claim 1 for the production of thioacetic acid from phosphorus pentasulfide and acetic acid, wherein: the negative pressure generated by the vacuum pump in the S2 is-0.08 MPA to-0.098 MPA, the obtained crude product is 150-183kg, and the total reaction time of each batch is about 1.5-3.5h.
6. The method of claim 1 for the production of thioacetic acid from phosphorus pentasulfide and acetic acid, wherein: and in the S3, fractions with the temperature of 98-118 ℃ in the kettle are collected to obtain 90-120kg of products, and the residual tailings in the kettle are sleeved in the feeding reaction process, so that the total reaction time of each batch is about 4 hours.
7. The method of claim 1 for the production of thioacetic acid from phosphorus pentasulfide and acetic acid, wherein: 90-135kg of waste residues are left in the S1-S3 kettles, and the generated waste residues are treated by a waste residue treatment device and then delivered to a hazardous waste disposal unit for safe disposal, wherein the waste residues contain phosphorus pentoxide and phosphorus pentasulfide.
8. The method of claim 1 for the production of thioacetic acid from phosphorus pentasulfide and acetic acid, wherein: in said S4 the product is preserved by placing it in a constant temperature 25 ℃ storage.
CN202210802265.8A 2022-07-07 2022-07-07 Method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid Pending CN115215777A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202210802265.8A CN115215777A (en) 2022-07-07 2022-07-07 Method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202210802265.8A CN115215777A (en) 2022-07-07 2022-07-07 Method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid

Publications (1)

Publication Number Publication Date
CN115215777A true CN115215777A (en) 2022-10-21

Family

ID=83609538

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202210802265.8A Pending CN115215777A (en) 2022-07-07 2022-07-07 Method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid

Country Status (1)

Country Link
CN (1) CN115215777A (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101108818A (en) * 2007-08-01 2008-01-23 潍坊海顺化工有限责任公司 Method of manufacturing thioacetic acid
US20080161597A1 (en) * 2003-03-03 2008-07-03 Christoph Taeschler Method For the Production of a Thioacetic Acid and Salts Thereof
CN108314637A (en) * 2018-04-17 2018-07-24 兖矿水煤浆气化及煤化工国家工程研究中心有限公司 A kind of preparation method and process units of thioacetic acid
CN108912023A (en) * 2018-08-28 2018-11-30 江福平 A method of preparing thioacetic acid

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080161597A1 (en) * 2003-03-03 2008-07-03 Christoph Taeschler Method For the Production of a Thioacetic Acid and Salts Thereof
CN101108818A (en) * 2007-08-01 2008-01-23 潍坊海顺化工有限责任公司 Method of manufacturing thioacetic acid
CN108314637A (en) * 2018-04-17 2018-07-24 兖矿水煤浆气化及煤化工国家工程研究中心有限公司 A kind of preparation method and process units of thioacetic acid
CN108912023A (en) * 2018-08-28 2018-11-30 江福平 A method of preparing thioacetic acid

Similar Documents

Publication Publication Date Title
CN103708572A (en) Resourceful treatment method for inorganic salts in industrial waste water
Pietrelli et al. Heavy Metals Removal and Recovery from Hazardous Leather Sludge.
CN115215777A (en) Method for preparing thioacetic acid from phosphorus pentasulfide and acetic acid
CN102827313A (en) Method for coproducing acid-phase-process synthesized chlorinated polyethylene and glycerol-process synthesized epoxy chloropropane
NL2023083B1 (en) A process for recovering elemental phosphorus
JP2011184673A (en) Thermal decomposition method of mixed waste plastic and thermal decomposition apparatus of mixed waste plastic
CN109369708A (en) A kind of green synthesis process of O, O- diethyl sulfo-phosphoryl chloride
CN104477864B (en) One pyrophosphate produces phosphating processes
CN101955425A (en) Process method for producing 2.4-D acid without wastewater
CN109179361B (en) Method for synthesizing aluminum metaphosphate by using glufosinate-ammonium production byproduct
CN101362010A (en) Method for processing organic chloride
CN107793384B (en) Method for preparing 2, 5-dimethoxy-2, 5-dihydrofuran
CN104528772A (en) Innocent treatment method for producing solid wastes by using metformin hydrochloride
CN105983563A (en) Method for treating phosphate solid wastes
CN112723580A (en) Method for reducing chlorine content in chlorine-containing organic waste liquid and method for treating chlorine-containing organic waste liquid
GB913987A (en) A process for the production of chlorinated phenols with recovery of hydrochloric acid
KR100823440B1 (en) Method for preparing ethyl acetate of high purity from exhaust ethyl acetate
US5035809A (en) Dichloromethane abatement
CN111039308B (en) Treatment method of triazine ring mother liquor slag
EP0496273A1 (en) Method for the production of pure quartz glass
AU2012220662A1 (en) Purification of TiCl4 through the production of new co-products
CN115626899A (en) Penconazole production method
CN116444568A (en) Method for synthesizing phenyl phosphorus by using ferric trichloride as catalyst
Herrick et al. Borane Pilot Plants
CN111533632A (en) Preparation method of high-content monoalkylbenzene

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: 20221021

RJ01 Rejection of invention patent application after publication