CN102603668A - Method for treating 2-mercaptobenzothiazole production waste - Google Patents
Method for treating 2-mercaptobenzothiazole production waste Download PDFInfo
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- CN102603668A CN102603668A CN2012100399188A CN201210039918A CN102603668A CN 102603668 A CN102603668 A CN 102603668A CN 2012100399188 A CN2012100399188 A CN 2012100399188A CN 201210039918 A CN201210039918 A CN 201210039918A CN 102603668 A CN102603668 A CN 102603668A
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- mercaptobenzothiazole
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- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 title claims abstract description 99
- 239000002699 waste material Substances 0.000 title claims abstract description 47
- 238000000034 method Methods 0.000 title claims abstract description 39
- 238000004519 manufacturing process Methods 0.000 title abstract description 9
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims abstract description 38
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims abstract description 34
- 238000004821 distillation Methods 0.000 claims abstract description 30
- 239000007788 liquid Substances 0.000 claims abstract description 25
- 230000008569 process Effects 0.000 claims abstract description 24
- 239000007787 solid Substances 0.000 claims abstract description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 15
- 238000000926 separation method Methods 0.000 claims abstract description 14
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 claims abstract description 12
- 210000002196 fr. b Anatomy 0.000 claims abstract description 10
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000001816 cooling Methods 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims description 16
- 238000005194 fractionation Methods 0.000 claims description 8
- 238000000746 purification Methods 0.000 claims description 6
- 239000000047 product Substances 0.000 abstract description 12
- 238000007670 refining Methods 0.000 abstract description 8
- 230000008901 benefit Effects 0.000 abstract description 7
- 229910000037 hydrogen sulfide Inorganic materials 0.000 abstract description 3
- 239000006227 byproduct Substances 0.000 abstract description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 2
- 210000000540 fraction c Anatomy 0.000 abstract 2
- 239000007789 gas Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 230000007613 environmental effect Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 239000005864 Sulphur Substances 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 238000003912 environmental pollution Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 1
- 239000004567 concrete Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 239000011382 roller-compacted concrete Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for treating 2-mercaptobenzothiazole production waste. The method comprises the steps of: heating the 2-mercaptobenzothiazole production waste to 90-95 DEG C, carrying out solid-liquid separation to obtain solid matter and liquid A, returning the solid matter to an accelerator M workshop, refining and purifying the solid matter to obtain a product accelerator M, distilling and separating the liquid A to obtain a fraction B and a fraction C, cooling residues in a distillation kettle to obtain asphalt-shaped matter D, absorbing hydrogen sulfide gas generated in the distillation separation process by using a sodium hydroxide solution to obtain a sodium hydrosulfide solution, concentrating the sodium hydrosulfide solution to obtain sodium hydrosulfide solids, rectifying and separating the fraction C to obtain aniline and benzothiazole. The method disclosed by the invention is capable of realizing the resourceful treatment of the 2-mercaptobenzothiazole production waste and has the advantages of various by-products, good product quality, simpleness in process flow, easiness in operation, mildness in reaction condition, low production cost and is environment-friendly.
Description
Technical field
The present invention relates to Chemical Manufacture waste disposal technical field, be specifically related to a kind of treatment process of 2-mercaptobenzothiazole processing waste.
Background technology
2-mercaptobenzothiazole is a captax, is the important vulcanization accelerator of rubber industry, is again the fertile material and the midbody of other most of promotor, can the multiple promotor of output after further synthesizing processing.2-mercaptobenzothiazole output accounts for the first place in various rubber ingredients, all there is the output of hundreds of thousands of ton every year in the whole world, and domestic conservative calculating also will have 200,000 tons output in 2012.
The working method commonly used of captax is a high-pressure process; With dithiocarbonic anhydride, sulphur, aniline is raw material; Earlier dithiocarbonic anhydride and sulphur are processed molten sulphur liquid by 3: 1 mixed; Dissolve sulphur liquid afterwards and drop in the autoclave by 1: 1 ratio with aniline again and heat, when temperature reaches 280-290 ℃, maintenance made captax half a hour when pressure reached 3.0-9.5Mpa.The high-pressure process reaction product is complicated mixture, is main with captax wherein, and the content of captax is 77-85%, also has unreacted raw material, intermediate product and by product etc. in addition, the general designation spent resin, and its content is 15-23%.The reaction product that high-pressure process makes also must be about to captax and separate with spent resin through further refining purification, makes the satisfactory captax of purity.At present the process for purification of captax mainly contains two kinds of acid-base method and extracted in toluene methods.Refining back is except that the product captax that obtains, and remaining waste material is the 2-mercaptobenzothiazole processing waste of indication of the present invention.Wherein the staple of the refining residue waste material that obtains of acid-base method and approximately content be: M content >=5%, aniline content is about 2.4%, benzothiazole >=22%, a small amount of hydrogen sulfide, all the other are the complicated impurity that is difficult to characterize.The staple of the refining residue waste material that obtains of extracted in toluene method and about content thereof: M content≤25%, aniline content is about 1.8%, benzothiazole>=18%, toluene level 2.2-2.8%, a small amount of hydrogen sulfide, all the other are the complicated impurity that is difficult to characterize.The captax that to produce 200,000 tons in 2012 by domestic conservative estimation calculates, and will produce 4.6 ten thousand tons 2-mercaptobenzothiazole processing waste.
Staple M in the 2-mercaptobenzothiazole processing waste, toluene, aniline, benzothiazole etc., these residues mostly can not natural degradations, and dangerous; It is useless in the environmental protection register, to be classified as danger; A large amount of M waste residues were both dangerous, and contaminate environment becomes an environmental protection difficult problem again.Handle the 2-mercaptobenzothiazole processing waste at present following method is arranged: one, directly as end shelves waterproof roll or concrete mold separant; Its shortcoming is that objectionable constituent do not obtain handling; The user uses the back objectionable impurities can long-term diffusion, contaminate environment, is detrimental to health; Two, as burning in boiler kerosene or blast furnace joint filling material, this treatment process is directly to burn in fact, and atmosphere has been caused pollution again.The most important thing is that above two kinds of treatment processs all are the utilizations to the simple and low value of 2-mercaptobenzothiazole processing waste, thus cause the price of present 2-mercaptobenzothiazole processing waste not high always, 1200 yuan/ton only of historic highs.Therefore, developing a kind of recycling processing method of 2-mercaptobenzothiazole processing waste, to increase value-added content of product, increase economic efficiency, effectively reduce environmental pollution, is a difficult problem being badly in need of solution at present.
Summary of the invention
The object of the present invention is to provide a kind of treatment process of 2-mercaptobenzothiazole processing waste.
In order to realize above purpose, the technical scheme that the present invention adopted is: a kind of treatment process of 2-mercaptobenzothiazole processing waste may further comprise the steps:
(1) solid-liquid separation: the 2-mercaptobenzothiazole processing waste is heated to 90～95 ℃, puts into whizzer afterwards and carry out solid-liquid separation, obtain solid substance and liquid A, said solid substance returns the captax workshop and makes with extra care purification, obtains the product captax;
(2) liquid distillation: carry out fractionation by distillation in the still kettle with said liquid A adding distillation tower, vacuum tightness is more than the 0.07Mpa in the control distillation tower; The tower top temperature of distillation tower is 60～115 ℃, and the gained fraction collection is fraction B; The tower top temperature of distillation tower is 115～190 ℃, collects the gained cut, gets cut C; Tower top temperature begins to reduce and does not have when cut flows out and stops to distill; Open drain hole and emit residue in the still kettle, said residue gets bituminous substances D through cooling; The stink damp body and function sodium hydroxide solution that in the fractionation by distillation process, produces absorbs, and makes sodium hydrosulfide, obtains the Sodium sulfhydrate solid through concentrating again;
(3) rectification process: said cut C is the miscellany of aniline and benzothiazole, carries out rectifying separation in the rectifying still with said cut C adding rectifying tower, and vacuum tightness is more than the 0.07Mpa in the control rectifying tower; The tower top temperature of rectifying tower is 175～180 ℃, and the gained fraction collection obtains aniline, and the tower top temperature of rectifying tower is 180～190 ℃, and the gained fraction collection obtains benzothiazole, and tower top temperature begins reduction and do not have to stop rectifying when cut flows out.
The fraction B that the treatment process of 2-mercaptobenzothiazole processing waste provided by the invention obtains is the mixture or the water of toluene and water; When the 2-mercaptobenzothiazole processing waste is the refining residue waste material that obtains of acid-base method; Fraction B is a water; When the 2-mercaptobenzothiazole processing waste was made with extra care the residue waste material that obtains for the extracted in toluene method, fraction B was the mixture of toluene and water.When fraction B was the mixture of toluene and water, fraction B was through leaving standstill, and natural layering separablely goes out toluene.The bituminous substances D softening temperature that obtains is more than 220 ℃; Objectionable constituent wherein and residual M are carbonized; Its chemical property is stable; For black has no irritating odor and environment is not had the general waste material of harm, can be used by production of resins enterprise as a kind of modified resin, oil fuel can also be extracted and also good economic benefits can be produced.The purity of the aniline that obtains is greater than 99.5%, and the purity of benzothiazole is greater than 98%, but direct marketing.
The treatment process of 2-mercaptobenzothiazole processing waste provided by the invention has the following advantages: one, the environmental protection contribution is big; Through the various poisonous and harmfuls in the 2-mercaptobenzothiazole processing waste, volatile material are extracted; Make the 2-mercaptobenzothiazole processing waste no longer produce harm, fundamentally solved the environmental pollution difficult problem of 2-mercaptobenzothiazole processing waste environment; And in the entire treatment process, do not have waste water, waste gas to produce, avoided secondary environmental pollution; Two, economize on resources, about about 45% the material in the 2-mercaptobenzothiazole processing waste has all become useful product, has practiced thrift the resources of production greatly; Three, good in economic efficiency; Added value of product is high; After adopting the disposal methods of 2-mercaptobenzothiazole processing waste provided by the invention, the output value of 2-mercaptobenzothiazole processing waste is extended to original more than six times, the product captax, toluene, aniline, benzothiazole, the Sodium sulfhydrate that obtain; All be important chemical material, economic worth is high.
The present invention has realized the recycling treatment of 2-mercaptobenzothiazole processing waste; And it is many to have the sub product kind; Good product quality, technical process is simple, facility investment is few, easy handling, reaction conditions gentle, production cost is low and advantage such as compliance with environmental protection requirements.The present invention has good economic benefit, environmental benefit and social benefit, is fit to industrial production and promotes, and has broad application prospects.
Embodiment
Embodiment 1
The treatment process of the 2-mercaptobenzothiazole processing waste that present embodiment provides, 2-mercaptobenzothiazole processing waste wherein are the refining residue waste material that obtains of acid-base method, may further comprise the steps:
(1) solid-liquid separation: the 2-mercaptobenzothiazole processing waste of getting 200kg; With being steam heated to 90 ℃, put into whizzer afterwards and carry out solid-liquid separation, obtain the liquid A of solid substance 64kg and 126kg; Solid substance returns the captax workshop and makes with extra care purification, obtains the product captax of 40kg;
(2) liquid distillation: liquid A is added in the still kettle of distillation tower and carry out fractionation by distillation, vacuum tightness is 0.07Mpa in the control distillation tower; The tower top temperature of distillation tower is 60～115 ℃, and the gained cut is a water, and the tower top temperature of distillation tower is 115～190 ℃; Collect the gained cut, get cut C, altogether 49.6kg; Be the miscellany of aniline and benzothiazole, tower top temperature begins to reduce and does not have when cut flows out and stops to distill, and opens drain hole and emits residue in the still kettle; Residue gets bituminous substances D through cooling; The stink damp body and function sodium hydroxide solution that in the fractionation by distillation process, produces absorbs, and makes sodium hydrosulfide, obtains Sodium sulfhydrate solid 10.8kg through concentrating again;
(3) rectification process: carry out rectifying separation in the rectifying still with cut C adding rectifying tower, vacuum tightness is 0.07Mpa in the control rectifying tower; The tower top temperature of rectifying tower is 175～180 ℃, and the gained fraction collection obtains aniline, and the tower top temperature of rectifying tower is 180～190 ℃, and the gained fraction collection obtains benzothiazole, and tower top temperature begins reduction and do not have to stop rectifying when cut flows out.The heavy 4.8kg of the aniline that obtains, purity is 99.5%.The heavy 44kg of the benzothiazole that obtains, purity is 99%.
Embodiment 2
The treatment process of the 2-mercaptobenzothiazole processing waste that present embodiment provides, 2-mercaptobenzothiazole processing waste wherein is the refining residue waste material that obtains of extracted in toluene method, may further comprise the steps:
(1) solid-liquid separation: the 2-mercaptobenzothiazole processing waste of getting 200kg; With being steam heated to 95 ℃, put into whizzer afterwards and carry out solid-liquid separation, obtain the liquid A of solid substance 65kg and 125kg; Solid substance returns the captax workshop and makes with extra care purification, obtains the product captax of 42kg;
(2) liquid distillation: liquid A is added in the still kettle of distillation tower and carry out fractionation by distillation, vacuum tightness is 0.07Mpa in the control distillation tower; The tower top temperature of distillation tower is 60～115 ℃, and the gained fraction collection gets fraction B, altogether 10kg; Be the mixture of toluene and water, the tower top temperature of distillation tower is 115～190 ℃, collects the gained cut, gets cut C; 40kg is the miscellany of aniline and benzothiazole altogether, and tower top temperature begins to reduce and do not have when cut flows out and stops to distill; Open drain hole and emit residue in the still kettle, residue gets bituminous substances D through cooling; The stink damp body and function sodium hydroxide solution that in the fractionation by distillation process, produces absorbs, and makes sodium hydrosulfide, obtains Sodium sulfhydrate solid 11kg through concentrating again;
(3) rectification process: carry out rectifying separation in the rectifying still with cut C adding rectifying tower, vacuum tightness is 0.07Mpa in the control rectifying tower; The tower top temperature of rectifying tower is 175～180 ℃, and the gained fraction collection obtains aniline, and the tower top temperature of rectifying tower is 180～190 ℃, and the gained fraction collection obtains benzothiazole, and tower top temperature begins reduction and do not have to stop rectifying when cut flows out.The heavy 3.6kg of the aniline that obtains, purity is 99.6%.The heavy 36.4kg of the benzothiazole that obtains, purity is 98.6%.Fraction B in the step (2) is therefrom isolated toluene through standing demix, gets toluene 5kg.
Claims (3)
1. the treatment process of a 2-mercaptobenzothiazole processing waste is characterized in that, may further comprise the steps:
(1) solid-liquid separation: the 2-mercaptobenzothiazole processing waste is heated to 90～95 ℃, puts into whizzer afterwards and carry out solid-liquid separation, obtain solid substance and liquid A, said solid substance returns the captax workshop and makes with extra care purification, obtains the product captax;
(2) liquid distillation: carry out fractionation by distillation in the still kettle with said liquid A adding distillation tower, vacuum tightness is more than the 0.07Mpa in the control distillation tower; The tower top temperature of distillation tower is 60～115 ℃, and the gained fraction collection is fraction B; The tower top temperature of distillation tower is 115～190 ℃, collects the gained cut, gets cut C; Tower top temperature begins to reduce and does not have when cut flows out and stops to distill; Open drain hole and emit residue in the still kettle, said residue gets bituminous substances D through cooling; The stink damp body and function sodium hydroxide solution that in the fractionation by distillation process, produces absorbs, and makes sodium hydrosulfide, obtains the Sodium sulfhydrate solid through concentrating again;
(3) rectification process: said cut C is the miscellany of aniline and benzothiazole, carries out rectifying separation in the rectifying still with said cut C adding rectifying tower, and vacuum tightness is more than the 0.07Mpa in the control rectifying tower; The tower top temperature of rectifying tower is 175～180 ℃, and the gained fraction collection obtains aniline, and the tower top temperature of rectifying tower is 180～190 ℃, and the gained fraction collection obtains benzothiazole, and tower top temperature begins reduction and do not have to stop rectifying when cut flows out.
2. the treatment process of 2-mercaptobenzothiazole processing waste according to claim 1 is characterized in that, the purity of the aniline that obtains is greater than 99.5%.
3. the treatment process of 2-mercaptobenzothiazole processing waste according to claim 1 is characterized in that, the purity of the benzothiazole that obtains is greater than 98%.
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| CN2012100399188A CN102603668B (en) | 2012-02-21 | 2012-02-21 | Method for treating 2-mercaptobenzothiazole production waste |
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| CN2012100399188A CN102603668B (en) | 2012-02-21 | 2012-02-21 | Method for treating 2-mercaptobenzothiazole production waste |
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106243059A (en) * | 2016-07-26 | 2016-12-21 | 濮阳蔚林化工股份有限公司 | A kind of method extracting benzothiazole from 2 benzothiazolyl mercaptans production by-products |
| CN106518803A (en) * | 2016-10-08 | 2017-03-22 | 扬中市橡胶塑料厂有限公司 | Rubber vulcanization accelerator for high-abrasion-resistance rubber sealing piece production |
| CN106967007A (en) * | 2017-03-06 | 2017-07-21 | 山东尚舜化工有限公司 | A kind of processing method of rubber accelerator M resins |
| CN107286910A (en) * | 2017-06-29 | 2017-10-24 | 可名芸 | A kind of harmless treatment process of spent resin |
| CN107721947A (en) * | 2017-12-05 | 2018-02-23 | 河南恒瑞橡塑科技股份有限公司 | A kind of green clean synthesis process for producing benzothiazole |
| CN109111410A (en) * | 2018-10-11 | 2019-01-01 | 科迈化工股份有限公司 | A kind of processing method of acid-base method 2-mercaptobenzothiazole production waste material |
| CN109535099A (en) * | 2018-10-24 | 2019-03-29 | 科迈化工股份有限公司 | Method by recycling MBT in resin |
| CN109608417A (en) * | 2018-10-24 | 2019-04-12 | 科迈化工股份有限公司 | Method by recycling the direct synthesis accelerant MBTS of crude product MBT in resin |
| CN112919469A (en) * | 2021-01-28 | 2021-06-08 | 河南乾瑞化工科技有限公司 | Recycling method of waste resin of accelerator M |
| CN113461638A (en) * | 2020-03-30 | 2021-10-01 | 中石化南京化工研究院有限公司 | Recycling method of accelerator M tar |
| CN114805241A (en) * | 2022-06-24 | 2022-07-29 | 山东戴瑞克新材料有限公司 | Benzothiazole and preparation method thereof |
| CN115403539A (en) * | 2022-08-11 | 2022-11-29 | 山东戴瑞克新材料有限公司 | A kind of M resin stripping method containing aniline and benzothiazole |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106243059A (en) * | 2016-07-26 | 2016-12-21 | 濮阳蔚林化工股份有限公司 | A kind of method extracting benzothiazole from 2 benzothiazolyl mercaptans production by-products |
| CN106518803A (en) * | 2016-10-08 | 2017-03-22 | 扬中市橡胶塑料厂有限公司 | Rubber vulcanization accelerator for high-abrasion-resistance rubber sealing piece production |
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| CN107286910A (en) * | 2017-06-29 | 2017-10-24 | 可名芸 | A kind of harmless treatment process of spent resin |
| CN107721947A (en) * | 2017-12-05 | 2018-02-23 | 河南恒瑞橡塑科技股份有限公司 | A kind of green clean synthesis process for producing benzothiazole |
| CN109111410A (en) * | 2018-10-11 | 2019-01-01 | 科迈化工股份有限公司 | A kind of processing method of acid-base method 2-mercaptobenzothiazole production waste material |
| CN109111410B (en) * | 2018-10-11 | 2022-05-03 | 科迈化工股份有限公司 | Treatment method of waste material produced by acid-base method 2-mercaptobenzothiazole |
| CN109608417B (en) * | 2018-10-24 | 2023-04-07 | 科迈化工股份有限公司 | Method for directly synthesizing accelerator MBTS by recovering crude MBT from resin |
| CN109535099A (en) * | 2018-10-24 | 2019-03-29 | 科迈化工股份有限公司 | Method by recycling MBT in resin |
| CN109608417A (en) * | 2018-10-24 | 2019-04-12 | 科迈化工股份有限公司 | Method by recycling the direct synthesis accelerant MBTS of crude product MBT in resin |
| CN113461638A (en) * | 2020-03-30 | 2021-10-01 | 中石化南京化工研究院有限公司 | Recycling method of accelerator M tar |
| CN113461638B (en) * | 2020-03-30 | 2023-10-13 | 中石化南京化工研究院有限公司 | Recycling method of accelerator M tar |
| CN112919469A (en) * | 2021-01-28 | 2021-06-08 | 河南乾瑞化工科技有限公司 | Recycling method of waste resin of accelerator M |
| CN114805241B (en) * | 2022-06-24 | 2023-08-18 | 山东戴瑞克新材料有限公司 | Benzothiazole and preparation method thereof |
| CN114805241A (en) * | 2022-06-24 | 2022-07-29 | 山东戴瑞克新材料有限公司 | Benzothiazole and preparation method thereof |
| CN115403539A (en) * | 2022-08-11 | 2022-11-29 | 山东戴瑞克新材料有限公司 | A kind of M resin stripping method containing aniline and benzothiazole |
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