CN105457610B - A kind of preparation of glycol dealdehyding adsorbent - Google Patents
A kind of preparation of glycol dealdehyding adsorbent Download PDFInfo
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- CN105457610B CN105457610B CN201510951610.4A CN201510951610A CN105457610B CN 105457610 B CN105457610 B CN 105457610B CN 201510951610 A CN201510951610 A CN 201510951610A CN 105457610 B CN105457610 B CN 105457610B
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- archon
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- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 239000003463 adsorbent Substances 0.000 title claims abstract description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title abstract description 65
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 title abstract description 12
- 241001566735 Archon Species 0.000 claims abstract description 21
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 20
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 12
- 238000006116 polymerization reaction Methods 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 8
- VJUUTOBUGXYMPP-UHFFFAOYSA-N 2,3,4,5-tetraphenylcyclopenta-1,3-dien-1-ol Chemical compound OC1=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C1C1=CC=CC=C1 VJUUTOBUGXYMPP-UHFFFAOYSA-N 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000004088 foaming agent Substances 0.000 claims description 3
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims description 2
- 239000004641 Diallyl-phthalate Substances 0.000 claims 1
- 239000011347 resin Substances 0.000 abstract description 19
- 229920005989 resin Polymers 0.000 abstract description 19
- 238000003860 storage Methods 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 3
- 238000006277 sulfonation reaction Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 7
- 150000001299 aldehydes Chemical class 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 5
- 239000003729 cation exchange resin Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- -1 Carboxyl Chemical group 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000003022 phthalic acids Chemical class 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000004873 anchoring Methods 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229910052761 rare earth metal Inorganic materials 0.000 description 2
- JCXLYAWYOTYWKM-UHFFFAOYSA-N (2,3,4-triphenylcyclopenta-1,3-dien-1-yl)benzene Chemical compound C1C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 JCXLYAWYOTYWKM-UHFFFAOYSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical class CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical group C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 229910052775 Thulium Inorganic materials 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The present invention relates to a kind of preparation of glycol dealdehyding adsorbent, prepares Archon by polymerisation and carries out sulfonation, and for the dealdehyding resin that the inventive method obtains in ethylene glycol amine substance containing connection, full gear is functional, and full gear product storage stability is good.
Description
Technical field
The present invention relates to a kind of adsorbent, particularly a kind of preparation of glycol dealdehyding adsorbent.
Background technology
Ethylene glycol is also known as glycol, is most important aliphatic dihydroxy alcohol, is mainly used as the raw material of polyester fiber terylene,
For manufacturing polyester resin, plasticizer, cosmetics, surfactant etc..Aldehyde height can influence polyester product matter in ethylene glycol
Amount, causes form and aspect unqualified, therefore, aldehyde is a crucial Con trolling index in ethylene glycol.Glycol unit is reduction second two
Alcohol product aldehyde, full gear processing is carried out using dealdehyding resin, make after full gear the μ g/g of aldehyde ＜ 3 in ethylene glycol.
CN104356258A is related to a kind of preparation method of rare-earth element modified dealdehyding resin and its in purifying ethylene glycol
Application, it using styrene as monomer, divinylbenzene is crosslinking agent to be, benzoyl peroxide is initiator, polyvinyl alcohol is suspending
Agent, water are reaction medium, and the mode that suspension polymerisation is carried out between 85~95 DEG C is reacted；The polymer that reaction is obtained is molten
In dichloroethanes, it is swelled, adds sulfuric acid and carry out sulfonating reaction, obtain cationic ion-exchange resin；By rare earth element nitric acid
Solution is added in cationic ion-exchange resin, the chemical bonding thulium on resin, obtains spherical modified full gear tree
Fat.
CN 1249000 contains aldehyde-based impurities to remove present in ethylene glycol industrialization product.Ethylene glycol passes sequentially through catalysis
Agent fixed bed I and catalyst fixed bed layer II, extraction temperature are 25~60 DEG C, and liquid hourly space velocity (LHSV) is 3~12hr-1.Two catalyst
It is that a kind of faintly acid chelates cationic ion-exchange resin, its surface anchoring that fixed bed, which distinguishes filling male ion-exchange resin A and B, A,
It is-NR containing structure1R2Functional group, R1、R2Each it is derived from C1~C3Carboxyl or C1~C3A kind of group in thiocarboxyl group；B
For storng-acid cation exchange resin, it is-SO that its surface anchoring, which contains structure,3H functional group.The key of the present invention is to allow second
Glycol first passes through catalyst fixed bed layer I to remove metal ion, so as to ensure the sun of the highly acid in catalyst fixed bed layer II
Ion exchange resin is not influenceed by metal ion and keeps good full gear activity.
Because ethylene glycol using diamine makees PH conditioning agents, the dealdehyding resin that is prepared by above patent and known technology, in second two
During alcohol amine substance containing connection, full gear hydraulic performance decline, full gear product poor storage stability, in order to promote the production of the country, life is reduced
Cost is produced, finds suitable dealdehyding resin, it is necessary to further studied.
The content of the invention
It is an object of the invention to：In view of the shortcomings of the prior art, there is provided a kind of preparation of glycol dealdehyding adsorbent, obtain
For the dealdehyding resin arrived in ethylene glycol amine substance containing connection, full gear is functional, and full gear product storage stability is good, can reduce life
Cost is produced, substitutes same kind of products at abroad.
The above-mentioned purpose of the present invention is achieved through the following technical solutions：
A kind of preparation of glycol dealdehyding adsorbent is provided, comprised the following steps：
1) preparation of polymerisations Archon
In a kettle, by weight, 100 parts of styrene, the divinylbenzene, 5-10 part neighbours benzene two of 5-20 parts is added
Formic acid diallyl, 0.1-1 part 1- hydroxyl tetraphenyl cyclopentadiene, the 2- phenyl -2- crotonaldehydes of 0.1-1 parts, the cause of 20-60 parts
Hole agent, in 80 DEG C of -100 DEG C of reaction 6-15h, terminate to react, reaction generation polymerization Archon, after drying, pore-foaming agent extracted totally,
Dry stand-by；
2) sulfonating reaction
The polymerization Archon that step 1) obtains is added in weight/mass percentage composition 98-102% sulfuric acid, polymerize Archon and sulfuric acid
Mass ratio be 1: 1-1: 3,80-110 DEG C carry out sulfonating reaction 10-30h, obtain dealdehyding resin of the present invention.
The preferred liquid wax of pore-foaming agent, white oil described in step 1), containing appointing in organic alcohols or gasoline more than 3 carbon atoms
The mixture for one or more of anticipating, most preferably liquid wax.
The 1- hydroxyls tetraphenyl cyclopentadiene is commercially available prod, as Suzhou Sinocompound Technology Co., Ltd. produces
Product；2- phenyl -2- the crotonaldehydes are commercially available prod, the product produced such as that Ai Fu industrial corporation.The phthalic acid
Diallyl is commercially available prod.
The dealdehyding resin product that method of the present invention is prepared has the advantages that：
The dealdehyding resin prepared relative to common dealdehyding resin, the present invention, in ethylene glycol amine substance containing connection, full gear
Can be good, full gear product storage stability is good, can reduce production cost, substitutes same kind of products at abroad.
Embodiment
Following instance is only to further illustrate the present invention, is not limitation the scope of protection of the invention.
Embodiment 1：
1) preparation of polymerisations Archon
In a kettle, by weight, 100 parts of styrene, 15 parts of divinylbenzene, 6 parts of phthalic acids is added
Diallyl, 0.5 part of 1- hydroxyl tetraphenyl cyclopentadiene, 0.5 part of 2- phenyl -2- crotonaldehydes, 40 parts of liquid wax are anti-at 90 DEG C
10h is answered, terminates to react, reaction generation polymerization Archon, after drying, liquid wax is extracted totally, drying is stand-by；
2) sulfonating reaction
The polymerization Archon that step 1) obtains is added in the sulfuric acid of weight/mass percentage composition 100%, polymerize Archon and sulfuric acid
Mass ratio is 1: 2, carries out sulfonating reaction 20h at 90 DEG C, obtains dealdehyding resin of the present invention.Products obtained therefrom numbering is KRB-
1。
Embodiment 2
1) preparation of polymerisations Archon
In a kettle, by weight, 100 parts of styrene, 5 parts of divinylbenzene, 5 parts of phthalic acids two is added
Allyl ester, 0.1 part of 1- hydroxyl tetraphenyl cyclopentadiene, 0.1 part of 2- phenyl -2- crotonaldehydes, 20 parts of liquid wax are anti-at 80 DEG C DEG C
15h is answered, terminates to react, reaction generation polymerization Archon, after drying, liquid wax is extracted totally, drying is stand-by；
2) sulfonating reaction
The polymerization Archon that step 1) obtains is added in the sulfuric acid of weight/mass percentage composition 98%, polymerize the matter of Archon and sulfuric acid
Amount carries out sulfonating reaction 30h than being 1: 1, at 80 DEG C, obtains dealdehyding resin of the present invention.Products obtained therefrom numbering is KRB-2.
Embodiment 3
1) preparation of polymerisations Archon
In a kettle, by weight, 100 parts of styrene, 20 parts of divinylbenzene, 10 parts of phthalic acids is added
Diallyl, 1 part of 1- hydroxyl tetraphenyl cyclopentadiene, 1 part of 2- phenyl -2- crotonaldehydes, 60 parts of white oil, in 100 DEG C of reactions
6h, terminate to react, reaction generation polymerization Archon, after drying, white oil is extracted totally, drying is stand-by；
2) sulfonating reaction
The polymerization Archon that step 1) obtains is added in the sulfuric acid of weight/mass percentage composition 102%, polymerize Archon and sulfuric acid
Mass ratio is 1: 3, carries out sulfonating reaction 10h at 110 DEG C, obtains dealdehyding resin of the present invention.Products obtained therefrom is numbered
KRB-3。
Comparative example 1
It is added without 1- hydroxyl tetraphenyl cyclopentadiene.Products obtained therefrom numbering is KRB-4.
Comparative example 2
It is added without 2- phenyl -2- crotonaldehydes.Products obtained therefrom numbering is KRB-5.
Comparative example 3
1- hydroxyl tetraphenyl cyclopentadiene, 2- phenyl -2- crotonaldehydes are added without, and products obtained therefrom numbering is KRB-6.
The experiment of the service life of the glycol dealdehyding resin of embodiment 4.：
The glycol dealdehyding resin that production code member is KRB1-KRB5 is soaked into more than 24h, dress through the qualified ethylene glycol of full gear
Fill out in fixed bed reactors, 40 DEG C of temperature, ethylene glycol contains 40 μ g/g hydrazines, 20 μ g/g aldehyde, ethylene glycol Feed space velocities 3h-1, second
In exit sampling analysis after dealdehyding resin full gear in the reacted device of glycol, it is to fail that aldehyde, which is more than 5 μ g/g, and statistics is de-
Urea formaldehyde service life.
Table：The comparison for the test specimen service life that different process is made
| Numbering | Service life day |
| KRB-1 | 611 |
| KRB-2 | 582 |
| KRB-3 | 636 |
| KRB-4 | 475 |
| KRB-5 | 495 |
| KRB-6 | 227 |
| D001 resins | 54 |
Relative to common cation exchange resin catalyst, product glycol dealdehyding resin of the present invention is in removing class containing diamine
Material is functional, and full gear product storage stability is good, can reduce production cost, substitutes same kind of products at abroad.
Claims (1)
1. the preparation method of a kind of adsorbent containing aldehyde radical, it is characterised in that comprise the following steps：
1) preparation of polymerisation Archon
In a kettle, by weight, 100 parts of styrene, the divinylbenzene, 5-10 part O-phthalics of 5-20 parts is added
Diallyl phthalate, 0.1-1 part 1- hydroxyl tetraphenyl cyclopentadiene, the 2- phenyl -2- crotonaldehydes of 0.1-1 parts, the cause of 20-60 parts
Hole agent, in 80 DEG C of -100 DEG C of reaction 6-15h, terminate to react, reaction generation polymerization Archon, after drying, pore-foaming agent extracted totally,
Dry stand-by；
2) sulfonating reaction
The polymerization Archon that step 1) obtains is added in weight/mass percentage composition 98-102% sulfuric acid, polymerize the matter of Archon and sulfuric acid
Amount carries out sulfonating reaction 10-30h than being 1: 1-1: 3, at 80-110 DEG C, obtains adsorbent containing aldehyde radical.
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| CN201510951610.4A CN105457610B (en) | 2015-12-21 | 2015-12-21 | A kind of preparation of glycol dealdehyding adsorbent |
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| CN201510951610.4A CN105457610B (en) | 2015-12-21 | 2015-12-21 | A kind of preparation of glycol dealdehyding adsorbent |
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| CN105457610B true CN105457610B (en) | 2017-12-22 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109293475A (en) * | 2018-11-15 | 2019-02-01 | 北京兴高化学技术有限公司 | Coal-ethylene glycol refining methd and system |
| CN112979420B (en) * | 2021-03-03 | 2022-11-25 | 江苏扬农化工集团有限公司 | Method for purifying 1,3-propylene glycol |
| CN115337671A (en) * | 2022-07-14 | 2022-11-15 | 陕西榆能化学材料有限公司 | Method for improving quality of coal-to-ethylene glycol product |
| CN116253616B (en) * | 2023-05-09 | 2024-01-30 | 南京威尔药业科技有限公司 | Method for removing trace aldehyde in 1, 2-propylene glycol by ultrasonic adsorption |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1869090A (en) * | 2006-06-20 | 2006-11-29 | 东华大学 | High oil absorption resin based on rubber and its preparation method |
| CN101717462A (en) * | 2009-11-16 | 2010-06-02 | 江苏苏青水处理工程集团有限公司 | Glycol dealdehyding resin and preparation method thereof |
| CN103467642A (en) * | 2013-09-17 | 2013-12-25 | 凯瑞化工股份有限公司 | Preparation method of ethylene glycol dealdehyding resin |
| CN104356258A (en) * | 2014-10-14 | 2015-02-18 | 江苏苏青水处理工程集团有限公司 | Preparation method of rare earth element modified and aldehyde removed resin and application of rare earth element modified and aldehyde removed resin in ethylene glycol refining |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102295733B (en) * | 2010-06-25 | 2014-01-22 | 中国石油化工股份有限公司 | Ternary polymerization rubber with star type block structure, and preparation method and application thereof |
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- 2015-12-21 CN CN201510951610.4A patent/CN105457610B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1869090A (en) * | 2006-06-20 | 2006-11-29 | 东华大学 | High oil absorption resin based on rubber and its preparation method |
| CN101717462A (en) * | 2009-11-16 | 2010-06-02 | 江苏苏青水处理工程集团有限公司 | Glycol dealdehyding resin and preparation method thereof |
| CN103467642A (en) * | 2013-09-17 | 2013-12-25 | 凯瑞化工股份有限公司 | Preparation method of ethylene glycol dealdehyding resin |
| CN104356258A (en) * | 2014-10-14 | 2015-02-18 | 江苏苏青水处理工程集团有限公司 | Preparation method of rare earth element modified and aldehyde removed resin and application of rare earth element modified and aldehyde removed resin in ethylene glycol refining |
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Address after: 322000 Zhejiang province Yiwu City Binwang zipper Street 5 District No. 3 room 602 Applicant after: Wang Jinming Address before: 432000 Hubei city of Xiaogan Province Office of the Danyang high tech Zone Lisi District 11 building a commercial street Applicant before: Wang Jinming |
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Effective date of registration: 20220217 Address after: 222000 room 323, building 2, Jiangsu Avenue SME Park, Xuwei New District, Lianyungang City, Jiangsu Province Patentee after: Lianyungang Petrochemical Co.,Ltd. Address before: Room 602, No. 3, 5 District, Binwang Zipper Street, Yiwu City, Zhejiang Province, 322000 Patentee before: Wang Jinming |