JPH0251537B2 - - Google Patents
Info
- Publication number
- JPH0251537B2 JPH0251537B2 JP22019785A JP22019785A JPH0251537B2 JP H0251537 B2 JPH0251537 B2 JP H0251537B2 JP 22019785 A JP22019785 A JP 22019785A JP 22019785 A JP22019785 A JP 22019785A JP H0251537 B2 JPH0251537 B2 JP H0251537B2
- Authority
- JP
- Japan
- Prior art keywords
- extraction
- butylhydroquinone
- tert
- tbhq
- tank
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 claims description 89
- 229940044119 2-tert-butylhydroquinone Drugs 0.000 claims description 44
- 238000000605 extraction Methods 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 24
- 239000002002 slurry Substances 0.000 claims description 16
- 238000001816 cooling Methods 0.000 claims description 14
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
- 238000003809 water extraction Methods 0.000 claims description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 3
- 239000012141 concentrate Substances 0.000 claims description 2
- 238000007711 solidification Methods 0.000 claims description 2
- 230000008023 solidification Effects 0.000 claims description 2
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 32
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 30
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- 238000002425 crystallisation Methods 0.000 description 10
- 230000008025 crystallization Effects 0.000 description 10
- 239000007788 liquid Substances 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000000746 purification Methods 0.000 description 8
- 239000000047 product Substances 0.000 description 6
- 230000008018 melting Effects 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 239000012071 phase Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000007670 refining Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XRCRJFOGPCJKPF-UHFFFAOYSA-N 2-butylbenzene-1,4-diol Chemical compound CCCCC1=CC(O)=CC=C1O XRCRJFOGPCJKPF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- 238000011001 backwashing Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 239000008157 edible vegetable oil Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 235000014593 oils and fats Nutrition 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000000956 solid--liquid extraction Methods 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- -1 but at this time Chemical compound 0.000 description 1
- 230000006208 butylation Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000005496 eutectics Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000007257 malfunction Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000006209 tert-butylation Effects 0.000 description 1
- 238000010977 unit operation Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22019785A JPS6281339A (ja) | 1985-10-04 | 1985-10-04 | ２−ｔｅｒｔ−ブチルヒドロキノンの精製方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22019785A JPS6281339A (ja) | 1985-10-04 | 1985-10-04 | ２−ｔｅｒｔ−ブチルヒドロキノンの精製方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6281339A JPS6281339A (ja) | 1987-04-14 |
| JPH0251537B2 true JPH0251537B2 (en, 2012) | 1990-11-07 |
Family
ID=16747407
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22019785A Granted JPS6281339A (ja) | 1985-10-04 | 1985-10-04 | ２−ｔｅｒｔ−ブチルヒドロキノンの精製方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6281339A (en, 2012) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06228031A (ja) * | 1993-02-05 | 1994-08-16 | Honsyu Kagaku Kogyo Kk | ｔｅｒｔ−ブチルハイドロキノン類の分離、精製法 |
| BR0017256A (pt) | 2000-06-16 | 2003-05-27 | Eastman Chem Co | Método para a produção de hidroquinona de monobutila terciária |
| CN102190564B (zh) * | 2011-03-25 | 2013-09-18 | 广州泰邦食品科技有限公司 | 一种dtbhq的生产方法 |
| CN102838454B (zh) * | 2012-09-25 | 2014-07-30 | 厦门大学 | 一种叔丁基对苯二酚的提纯方法 |
| CN103864580B (zh) * | 2014-04-04 | 2016-06-15 | 广州泰邦食品科技有限公司 | 一种tbhq精品的制备工艺 |
| CN103864582A (zh) * | 2014-04-04 | 2014-06-18 | 广州泰邦食品科技有限公司 | 一种tbhq的制备工艺 |
| CN105294403B (zh) * | 2015-09-11 | 2017-09-29 | 东莞市感恩食品科技有限公司 | 一种特丁基对苯二酚的制备工艺 |
-
1985
- 1985-10-04 JP JP22019785A patent/JPS6281339A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6281339A (ja) | 1987-04-14 |
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