CN102408367B - 橡胶硫化促进剂二甲基二苯基二硫化秋兰姆的制备方法 - Google Patents
橡胶硫化促进剂二甲基二苯基二硫化秋兰姆的制备方法 Download PDFInfo
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- CN102408367B CN102408367B CN201110298731.5A CN201110298731A CN102408367B CN 102408367 B CN102408367 B CN 102408367B CN 201110298731 A CN201110298731 A CN 201110298731A CN 102408367 B CN102408367 B CN 102408367B
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- thiuram disulfide
- taken
- temperature
- dimethyl
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- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 238000013040 rubber vulcanization Methods 0.000 title abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 22
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 claims abstract description 16
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims abstract description 15
- CGTGVSBVWWZIDT-UHFFFAOYSA-N isoquinolin-6-yl(trimethyl)stannane Chemical compound C1=NC=CC2=CC([Sn](C)(C)C)=CC=C21 CGTGVSBVWWZIDT-UHFFFAOYSA-N 0.000 claims abstract description 15
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 14
- 235000011114 ammonium hydroxide Nutrition 0.000 claims abstract description 12
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 7
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 claims description 12
- UMRSVAKGZBVPKD-UHFFFAOYSA-N acetic acid;copper Chemical compound [Cu].CC(O)=O UMRSVAKGZBVPKD-UHFFFAOYSA-N 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 5
- 230000005494 condensation Effects 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- 230000004580 weight loss Effects 0.000 claims description 4
- 239000007800 oxidant agent Substances 0.000 abstract description 5
- 230000001590 oxidative effect Effects 0.000 abstract description 5
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract description 2
- 238000006482 condensation reaction Methods 0.000 abstract description 2
- 239000000376 reactant Substances 0.000 abstract description 2
- 230000035484 reaction time Effects 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 239000002351 wastewater Substances 0.000 abstract description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 3
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 abstract 1
- 239000010446 mirabilite Substances 0.000 abstract 1
- 239000011259 mixed solution Substances 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 4
- 229960002447 thiram Drugs 0.000 description 4
- NWFNSTOSIVLCJA-UHFFFAOYSA-L copper;diacetate;hydrate Chemical compound O.[Cu+2].CC([O-])=O.CC([O-])=O NWFNSTOSIVLCJA-UHFFFAOYSA-L 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- GUUVPOWQJOLRAS-UHFFFAOYSA-N Diphenyl disulfide Chemical compound C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000010057 rubber processing Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110298731.5A CN102408367B (zh) | 2011-09-28 | 2011-09-28 | 橡胶硫化促进剂二甲基二苯基二硫化秋兰姆的制备方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110298731.5A CN102408367B (zh) | 2011-09-28 | 2011-09-28 | 橡胶硫化促进剂二甲基二苯基二硫化秋兰姆的制备方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102408367A CN102408367A (zh) | 2012-04-11 |
| CN102408367B true CN102408367B (zh) | 2014-03-19 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110298731.5A Expired - Fee Related CN102408367B (zh) | 2011-09-28 | 2011-09-28 | 橡胶硫化促进剂二甲基二苯基二硫化秋兰姆的制备方法 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102408367B (zh) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111116439B (zh) * | 2019-12-31 | 2023-03-14 | 鹤壁中昊新材料科技有限公司 | 一种n，n’-二烷基-n，n’-二苯基秋兰姆二硫化物的合成工艺 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2835068A1 (de) * | 1978-08-10 | 1980-02-14 | Bayer Ag | Verfahren zur herstellung von di- (n-methyl-n-phenyl-thiuram)-disulfid |
| DE19930625A1 (de) * | 1999-07-02 | 2001-01-18 | Chemetall Gmbh | Verfahren zur Herstellung von Thiuramdisulfiden |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3105587C2 (de) * | 1981-02-16 | 1986-06-05 | Akzo Gmbh, 5600 Wuppertal | Verfahren zur Herstellung von Thiuramdisulfiden |
| CN1299814A (zh) * | 1999-12-16 | 2001-06-20 | 王继亭 | 橡胶硫化促进剂tmtd的一步制备法 |
| CN1827596A (zh) * | 2006-04-11 | 2006-09-06 | 浙江超微细化工有限公司 | 一种制备二硫化四苄基秋兰姆的方法 |
| CN1962627A (zh) * | 2006-11-21 | 2007-05-16 | 陕西科技大学 | 四烃基秋兰姆的制备方法 |
-
2011
- 2011-09-28 CN CN201110298731.5A patent/CN102408367B/zh not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2835068A1 (de) * | 1978-08-10 | 1980-02-14 | Bayer Ag | Verfahren zur herstellung von di- (n-methyl-n-phenyl-thiuram)-disulfid |
| DE19930625A1 (de) * | 1999-07-02 | 2001-01-18 | Chemetall Gmbh | Verfahren zur Herstellung von Thiuramdisulfiden |
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| Publication number | Publication date |
|---|---|
| CN102408367A (zh) | 2012-04-11 |
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Address after: Hebi Qibin zone 458030 Henan Province Li Yang Road East Applicant after: Hebi UHOO Rubber Chemicals Co.,Ltd. Address before: Hebi Qibin zone 458030 Henan Province Li Yang Road East Applicant before: Linkwell Rubber Chemicals (Hebi) Co.,Ltd. |
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| CB03 | Change of inventor or designer information |
Inventor after: Wang Zhenxiang Inventor after: Chen Jianjun Inventor after: Zhang Zhiliang Inventor after: Zi Weiqi Inventor after: Shi Xinjin Inventor after: Zhao Xiaofeng Inventor after: Ding Bingwei Inventor after: Li Hongliang Inventor before: Chen Jianjun Inventor before: Zhang Zhiliang |
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Free format text: CORRECT: INVENTOR; FROM: CHEN JIANJUN ZHANG ZHILIANG TO: WANG ZHENXIANG CHEN JIANJUN ZHANG ZHILIANG ZI WEIQI SHI XINJIN ZHAO XIAOFENG DING BINGWEI LI HONGLIANG |
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| GR01 | Patent grant | ||
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Denomination of invention: Preparation method of rubber vulcanization accelerator-dimethyl-diphenyl thiuram disulfide Effective date of registration: 20160512 Granted publication date: 20140319 Pledgee: Heshan Hebi Lantian Park Management Co.,Ltd. Pledgor: Hebi UHOO Rubber Chemicals Co.,Ltd. Registration number: 2016990000343 |
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Date of cancellation: 20210225 Granted publication date: 20140319 Pledgee: Heshan Hebi Lantian Park Management Co.,Ltd. Pledgor: HEBI UHOO RUBBER CHEMICALS Co.,Ltd. Registration number: 2016990000343 |
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Address after: 458030 east section of Liyang Road, Qibin District, Hebi City, Henan Province Patentee after: Hebi Lianhao New Material Co.,Ltd. Address before: 458030 east section of Liyang Road, Qibin District, Hebi City, Henan Province Patentee before: Hebi UHOO Rubber Chemicals Co.,Ltd. |
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Effective date of registration: 20240411 Address after: No. 19 Yuanhao Road, Jijiashan Industrial Park, Heshan District, Hebi City, Henan Province, 458020 Patentee after: Hebi Yuanhao New Material Group Co.,Ltd. Country or region after: China Address before: 458030 east section of Liyang Road, Qibin District, Hebi City, Henan Province Patentee before: Hebi Lianhao New Material Co.,Ltd. Country or region before: China |
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