CN102906069B - 二环己基二硫化物的制造方法 - Google Patents
二环己基二硫化物的制造方法 Download PDFInfo
- Publication number
- CN102906069B CN102906069B CN201080001324.7A CN201080001324A CN102906069B CN 102906069 B CN102906069 B CN 102906069B CN 201080001324 A CN201080001324 A CN 201080001324A CN 102906069 B CN102906069 B CN 102906069B
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- Prior art keywords
- sodium
- chlor
- reaction mixture
- water
- manufacture method
- Prior art date
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- 238000002360 preparation method Methods 0.000 title abstract description 6
- ODHAQPXNQDBHSH-UHFFFAOYSA-N Dicyclohexyl disulfide Chemical compound C1CCCCC1SSC1CCCCC1 ODHAQPXNQDBHSH-UHFFFAOYSA-N 0.000 title abstract description 4
- UNFUYWDGSFDHCW-UHFFFAOYSA-N monochlorocyclohexane Chemical compound ClC1CCCCC1 UNFUYWDGSFDHCW-UHFFFAOYSA-N 0.000 claims abstract description 50
- 239000011541 reaction mixture Substances 0.000 claims abstract description 44
- SRRKNRDXURUMPP-UHFFFAOYSA-N sodium disulfide Chemical compound [Na+].[Na+].[S-][S-] SRRKNRDXURUMPP-UHFFFAOYSA-N 0.000 claims abstract description 39
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 claims description 97
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 82
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 66
- OCDUNISNLIAVJW-UHFFFAOYSA-N C(CC1)CCC1[SH2]C1CCCCC1 Chemical compound C(CC1)CCC1[SH2]C1CCCCC1 OCDUNISNLIAVJW-UHFFFAOYSA-N 0.000 claims description 50
- 238000000034 method Methods 0.000 claims description 49
- 239000007787 solid Substances 0.000 claims description 48
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 39
- 239000002904 solvent Substances 0.000 claims description 38
- 239000007864 aqueous solution Substances 0.000 claims description 35
- 238000004519 manufacturing process Methods 0.000 claims description 34
- 239000002253 acid Substances 0.000 claims description 29
- 239000000243 solution Substances 0.000 claims description 26
- 239000007788 liquid Substances 0.000 claims description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 22
- 239000007789 gas Substances 0.000 claims description 22
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 21
- 229910052979 sodium sulfide Inorganic materials 0.000 claims description 12
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims description 12
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 11
- 239000000706 filtrate Substances 0.000 claims description 11
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 11
- 238000006386 neutralization reaction Methods 0.000 claims description 9
- 239000002994 raw material Substances 0.000 claims description 6
- 238000007599 discharging Methods 0.000 claims description 5
- 230000002194 synthesizing effect Effects 0.000 claims description 4
- 238000011084 recovery Methods 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract description 65
- 239000011780 sodium chloride Substances 0.000 abstract description 32
- 230000002378 acidificating effect Effects 0.000 abstract description 3
- 239000003125 aqueous solvent Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 description 37
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 30
- 235000011121 sodium hydroxide Nutrition 0.000 description 20
- 238000007670 refining Methods 0.000 description 18
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 14
- 239000005864 Sulphur Substances 0.000 description 14
- 235000010265 sodium sulphite Nutrition 0.000 description 14
- -1 chlorocyclohexane sodium disulfide Chemical compound 0.000 description 10
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 10
- 239000012530 fluid Substances 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- 238000004587 chromatography analysis Methods 0.000 description 6
- 230000007613 environmental effect Effects 0.000 description 6
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 5
- 230000008025 crystallization Effects 0.000 description 5
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 5
- 230000008929 regeneration Effects 0.000 description 5
- 238000011069 regeneration method Methods 0.000 description 5
- 229910052938 sodium sulfate Inorganic materials 0.000 description 5
- 235000011152 sodium sulphate Nutrition 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000012266 salt solution Substances 0.000 description 4
- 229910001415 sodium ion Inorganic materials 0.000 description 4
- 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 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 3
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 229910021645 metal ion Inorganic materials 0.000 description 3
- 230000001568 sexual effect Effects 0.000 description 3
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 3
- 239000008234 soft water Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 3
- 238000004073 vulcanization Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- 239000002351 wastewater Substances 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000012159 carrier gas Substances 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000001307 helium Substances 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000013076 target substance Substances 0.000 description 2
- USOFGNNPVJLTIU-UHFFFAOYSA-K trisodium chloride sulfite Chemical compound [Cl-].[Na+].[Na+].S(=O)([O-])[O-].[Na+] USOFGNNPVJLTIU-UHFFFAOYSA-K 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- BXYXHBCPDMGHPX-UHFFFAOYSA-N [Na].ClSCl Chemical compound [Na].ClSCl BXYXHBCPDMGHPX-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 239000003729 cation exchange resin Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000001877 deodorizing effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical class ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000011085 pressure filtration Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/22—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01D—COMPOUNDS OF ALKALI METALS, i.e. LITHIUM, SODIUM, POTASSIUM, RUBIDIUM, CAESIUM, OR FRANCIUM
- C01D3/00—Halides of sodium, potassium or alkali metals in general
- C01D3/04—Chlorides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
Abstract
Description
Claims (13)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/CN2010/076392 WO2012024839A1 (zh) | 2010-08-26 | 2010-08-26 | 二环己基二硫化物的制造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN102906069A CN102906069A (zh) | 2013-01-30 |
CN102906069B true CN102906069B (zh) | 2014-05-28 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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CN201080001324.7A Active CN102906069B (zh) | 2010-08-26 | 2010-08-26 | 二环己基二硫化物的制造方法 |
Country Status (3)
Country | Link |
---|---|
JP (1) | JP5734429B2 (zh) |
CN (1) | CN102906069B (zh) |
WO (1) | WO2012024839A1 (zh) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
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JP7331661B2 (ja) * | 2019-11-27 | 2023-08-23 | Dic株式会社 | スルフィド化剤およびポリアリーレンスルフィド樹脂の製造方法 |
JP7413820B2 (ja) | 2020-02-17 | 2024-01-16 | Dic株式会社 | スルフィド化剤およびポリアリーレンスルフィド樹脂の製造方法 |
CN115417798A (zh) * | 2022-08-15 | 2022-12-02 | 山东戴瑞克新材料有限公司 | 一种二环己基二硫化物连续分液工艺 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1059906A (zh) * | 1990-09-18 | 1992-04-01 | 沈阳化工学院 | 环己烷氯化法制取n-环己基硫代酞酰亚胺 |
CN1134304C (zh) * | 1999-03-19 | 2004-01-14 | 重庆钢铁股份有限公司 | 阳离子交换树脂复苏方法 |
CN1880305A (zh) * | 2005-06-14 | 2006-12-20 | 东丽精密化学株式会社 | N-(环己基硫代)邻苯二甲酰亚胺的制造方法 |
CN101070296A (zh) * | 2006-05-09 | 2007-11-14 | 东丽精密化学株式会社 | 二环己基二硫醚的制备方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6030667B2 (ja) * | 1982-12-29 | 1985-07-17 | 東レ株式会社 | ジシクロヘキシルジスルフイドの製造法 |
JP4110604B2 (ja) * | 1998-02-05 | 2008-07-02 | 栗田工業株式会社 | フッ素含有水の処理方法 |
JP5207020B2 (ja) * | 2006-05-09 | 2013-06-12 | 東レ・ファインケミカル株式会社 | ジシクロヘキシルジスルフィドの製造方法 |
-
2010
- 2010-08-26 JP JP2013525110A patent/JP5734429B2/ja active Active
- 2010-08-26 CN CN201080001324.7A patent/CN102906069B/zh active Active
- 2010-08-26 WO PCT/CN2010/076392 patent/WO2012024839A1/zh active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1059906A (zh) * | 1990-09-18 | 1992-04-01 | 沈阳化工学院 | 环己烷氯化法制取n-环己基硫代酞酰亚胺 |
CN1134304C (zh) * | 1999-03-19 | 2004-01-14 | 重庆钢铁股份有限公司 | 阳离子交换树脂复苏方法 |
CN1880305A (zh) * | 2005-06-14 | 2006-12-20 | 东丽精密化学株式会社 | N-(环己基硫代)邻苯二甲酰亚胺的制造方法 |
CN101070296A (zh) * | 2006-05-09 | 2007-11-14 | 东丽精密化学株式会社 | 二环己基二硫醚的制备方法 |
Non-Patent Citations (4)
Title |
---|
N-环己基硫代邻苯二甲酰亚胺生茶废水的物化特性及处理工艺;郝存江;《宁夏石油化工》;20030131(第1期);第31-32页 * |
张修军 等.阳离子交换树脂污染后复苏方法研究.《发酵科技通讯》.2008,第37卷(第1期),第1-3页. |
郝存江.N-环己基硫代邻苯二甲酰亚胺生茶废水的物化特性及处理工艺.《宁夏石油化工》.2003,(第1期),第31-33页. |
阳离子交换树脂污染后复苏方法研究;张修军 等;《发酵科技通讯》;20080228;第37卷(第1期);第2页右栏1.2.2.2节 * |
Also Published As
Publication number | Publication date |
---|---|
JP5734429B2 (ja) | 2015-06-17 |
JP2013540703A (ja) | 2013-11-07 |
CN102906069A (zh) | 2013-01-30 |
WO2012024839A1 (zh) | 2012-03-01 |
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Address after: Chiba County, Japan Applicant after: Toray Fine Chemicals Co.,Ltd. Applicant after: HENAN TANGYIN YONGXIN AUXILIARY AGENT FACTORY Address before: Chiba County, Japan Applicant before: TORAY FINE CHEMICALS Co.,Ltd. Applicant before: Henan Tangyin Yongxin Auxiliary Agent Factory |
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Effective date of registration: 20180320 Address after: Chiba County, Japan Co-patentee after: TANGYIN YONGXIN CHEMICAL Co.,Ltd. Patentee after: Toray Fine Chemicals Co.,Ltd. Address before: Chiba County, Japan Co-patentee before: Henan Tangyin Yongxin Auxiliary Agent Factory Patentee before: Toray Fine Chemicals Co.,Ltd. |
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Address after: Tokyo, Japan Patentee after: TORAY INDUSTRIES, Inc. Country or region after: Japan Patentee after: Henan Yongxin Chemical Co.,Ltd. Country or region after: China Address before: Tokyo, Japan Patentee before: TORAY INDUSTRIES, Inc. Country or region before: Japan Patentee before: TANGYIN YONGXIN CHEMICAL Co.,Ltd. Country or region before: China |