CN103351284B - 一种卤代烷基酚废液清洁回收再利用工艺 - Google Patents
一种卤代烷基酚废液清洁回收再利用工艺 Download PDFInfo
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- CN103351284B CN103351284B CN201310282081.4A CN201310282081A CN103351284B CN 103351284 B CN103351284 B CN 103351284B CN 201310282081 A CN201310282081 A CN 201310282081A CN 103351284 B CN103351284 B CN 103351284B
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- 239000007788 liquid Substances 0.000 title claims abstract description 65
- 238000000034 method Methods 0.000 title claims abstract description 45
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- -1 haloalkyl phenol Chemical compound 0.000 title claims abstract description 21
- 238000004064 recycling Methods 0.000 title claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 100
- 238000005660 chlorination reaction Methods 0.000 claims abstract description 84
- 238000002425 crystallisation Methods 0.000 claims abstract description 32
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000003513 alkali Substances 0.000 claims abstract description 7
- 238000000746 purification Methods 0.000 claims abstract description 7
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- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 239000012452 mother liquor Substances 0.000 claims description 20
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical group [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 19
- 239000012071 phase Substances 0.000 claims description 17
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 16
- 229910000564 Raney nickel Inorganic materials 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- 239000007789 gas Substances 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 11
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 11
- 238000004821 distillation Methods 0.000 claims description 9
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical group ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 6
- 239000007791 liquid phase Substances 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 claims description 5
- 238000011084 recovery Methods 0.000 claims description 5
- 238000006073 displacement reaction Methods 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 238000011049 filling Methods 0.000 claims description 3
- 239000012046 mixed solvent Substances 0.000 claims description 3
- QPVRKFOKCKORDP-UHFFFAOYSA-N 1,3-dimethylcyclohexa-2,4-dien-1-ol Chemical compound CC1=CC(C)(O)CC=C1 QPVRKFOKCKORDP-UHFFFAOYSA-N 0.000 claims description 2
- 238000012546 transfer Methods 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 21
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
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- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000001954 sterilising effect Effects 0.000 description 3
- 150000003739 xylenols Chemical class 0.000 description 3
- IYOLBFFHPZOQGW-UHFFFAOYSA-N 2,4-dichloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=C(Cl)C(C)=C1Cl IYOLBFFHPZOQGW-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
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- 238000001035 drying Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000001131 transforming effect Effects 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 241000315672 SARS coronavirus Species 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 208000012839 conversion disease Diseases 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
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- 238000003912 environmental pollution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229960005191 ferric oxide Drugs 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical group 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 150000002940 palladium Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003057 platinum Chemical class 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000012958 reprocessing Methods 0.000 description 1
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- 238000005070 sampling Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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CN103351284A CN103351284A (zh) | 2013-10-16 |
CN103351284B true CN103351284B (zh) | 2015-09-23 |
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CN109081309B (zh) * | 2018-08-01 | 2020-06-23 | 江苏焕鑫新材料股份有限公司 | 一种提高含有多酚混合物和亚硫酸的工业盐酸的品质的方法 |
CN109081772B (zh) * | 2018-08-06 | 2022-02-01 | 江苏焕鑫新材料股份有限公司 | 一种可有效提高4-氯-3,5-二甲基苯酚氯化反应生产效率的工艺及装置 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4245127A (en) * | 1975-10-31 | 1981-01-13 | Seitetsu Kagaku Co., Ltd. | Process for chlorinating xylenols |
US5177268A (en) * | 1992-04-06 | 1993-01-05 | Engelhard Corporation | Hydrodehalogenation of aromatic compounds |
CN101348420A (zh) * | 2008-09-12 | 2009-01-21 | 湖南利洁生物化工有限公司 | 一种卤代烷基苯酚化合物的加氢脱卤方法 |
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2013
- 2013-07-05 CN CN201310282081.4A patent/CN103351284B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4245127A (en) * | 1975-10-31 | 1981-01-13 | Seitetsu Kagaku Co., Ltd. | Process for chlorinating xylenols |
US5177268A (en) * | 1992-04-06 | 1993-01-05 | Engelhard Corporation | Hydrodehalogenation of aromatic compounds |
CN101348420A (zh) * | 2008-09-12 | 2009-01-21 | 湖南利洁生物化工有限公司 | 一种卤代烷基苯酚化合物的加氢脱卤方法 |
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Address after: North latitude two South Industrial Park Marine Economic Development Zone Dafeng City, Jiangsu province Yancheng City 224100 Applicant after: JIANGSU HUANXIN HIGH-TECH MATERIALS CO.,LTD. Address before: North latitude two South Industrial Park Marine Economic Development Zone Dafeng City, Jiangsu province Yancheng City 224100 Applicant before: Jiangsu Huanxingao New Material Technology Co.,Ltd. |
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Denomination of invention: Halogenated alkylphenol waste liquid cleaning and recycling process Effective date of registration: 20181015 Granted publication date: 20150923 Pledgee: Yancheng Cathay new industries Development Fund (L.P.) Pledgor: JIANGSU HUANXIN HIGH-TECH MATERIALS CO.,LTD. Registration number: 2018990000960 |
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