CN101570534A - 2-异丙基硫杂蒽酮的制备工艺 - Google Patents
2-异丙基硫杂蒽酮的制备工艺 Download PDFInfo
- Publication number
- CN101570534A CN101570534A CNA2008100254252A CN200810025425A CN101570534A CN 101570534 A CN101570534 A CN 101570534A CN A2008100254252 A CNA2008100254252 A CN A2008100254252A CN 200810025425 A CN200810025425 A CN 200810025425A CN 101570534 A CN101570534 A CN 101570534A
- Authority
- CN
- China
- Prior art keywords
- isopropyl
- isopropyl thioxanthone
- lithium hydroxide
- preparation process
- product
- 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.)
- Pending
Links
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims abstract description 33
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims abstract description 13
- APDUDRFJNCIWAG-UHFFFAOYSA-N 4-propan-2-ylbenzenethiol Chemical compound CC(C)C1=CC=C(S)C=C1 APDUDRFJNCIWAG-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 238000009833 condensation Methods 0.000 claims abstract description 8
- 230000005494 condensation Effects 0.000 claims abstract description 8
- 239000002994 raw material Substances 0.000 claims abstract description 8
- 238000001953 recrystallisation Methods 0.000 claims abstract description 7
- 230000007062 hydrolysis Effects 0.000 claims abstract description 5
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 5
- 239000002904 solvent Substances 0.000 claims abstract description 5
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 4
- 238000007363 ring formation reaction Methods 0.000 claims abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000001556 precipitation Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 claims 1
- 239000012046 mixed solvent Substances 0.000 claims 1
- 239000000047 product Substances 0.000 abstract description 9
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 239000006227 byproduct Substances 0.000 abstract description 2
- IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 abstract 3
- 238000004807 desolvation Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000003921 oil Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 238000009413 insulation Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- IKVYHNPVKUNCJM-UHFFFAOYSA-N 4-propan-2-ylthioxanthen-9-one Chemical class S1C2=CC=CC=C2C(=O)C2=C1C(C(C)C)=CC=C2 IKVYHNPVKUNCJM-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 229960000935 dehydrated alcohol Drugs 0.000 description 2
- AJQLEJAVGARHGQ-UHFFFAOYSA-N dithiosalicylic acid Chemical compound OC1=CC=CC=C1C(S)=S AJQLEJAVGARHGQ-UHFFFAOYSA-N 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- 238000000967 suction filtration Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 125000005329 tetralinyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 2
- 239000012958 Amine synergist Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
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- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Description
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNA2008100254252A CN101570534A (zh) | 2008-04-28 | 2008-04-28 | 2-异丙基硫杂蒽酮的制备工艺 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNA2008100254252A CN101570534A (zh) | 2008-04-28 | 2008-04-28 | 2-异丙基硫杂蒽酮的制备工艺 |
Publications (1)
Publication Number | Publication Date |
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CN101570534A true CN101570534A (zh) | 2009-11-04 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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CNA2008100254252A Pending CN101570534A (zh) | 2008-04-28 | 2008-04-28 | 2-异丙基硫杂蒽酮的制备工艺 |
Country Status (1)
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CN (1) | CN101570534A (zh) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101817812A (zh) * | 2010-05-11 | 2010-09-01 | 天津久日化学工业有限公司 | 2-异丙基硫杂蒽酮及其衍生物的制备方法 |
CN101830887A (zh) * | 2010-05-25 | 2010-09-15 | 江苏双勤民生冶化设备制造有限公司 | 2-异丙基硫杂蒽酮的生产工艺 |
CN102174036A (zh) * | 2011-03-22 | 2011-09-07 | 江西仁明医药化工有限公司 | 2-异丙基硫杂蒽酮的制备方法 |
CN103724320A (zh) * | 2013-12-09 | 2014-04-16 | 天津久日化学股份有限公司 | 2-异丙基硫杂蒽酮的制备方法 |
CN107522686A (zh) * | 2017-08-25 | 2017-12-29 | 北京化工大学 | 硫醚化合物及其制备方法 |
CN109897026A (zh) * | 2019-04-02 | 2019-06-18 | 宁波易兮化工科技有限公司 | 一种硫杂蒽酮类化合物的合成新方法 |
CN109928951A (zh) * | 2017-12-19 | 2019-06-25 | 山东久日化学科技有限公司 | 2-异丙基硫杂蒽酮的制备方法 |
-
2008
- 2008-04-28 CN CNA2008100254252A patent/CN101570534A/zh active Pending
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101817812A (zh) * | 2010-05-11 | 2010-09-01 | 天津久日化学工业有限公司 | 2-异丙基硫杂蒽酮及其衍生物的制备方法 |
CN101830887A (zh) * | 2010-05-25 | 2010-09-15 | 江苏双勤民生冶化设备制造有限公司 | 2-异丙基硫杂蒽酮的生产工艺 |
CN101830887B (zh) * | 2010-05-25 | 2012-10-31 | 江苏双勤民生冶化设备制造有限公司 | 硫杂蒽酮的生产工艺 |
CN102174036A (zh) * | 2011-03-22 | 2011-09-07 | 江西仁明医药化工有限公司 | 2-异丙基硫杂蒽酮的制备方法 |
CN103724320A (zh) * | 2013-12-09 | 2014-04-16 | 天津久日化学股份有限公司 | 2-异丙基硫杂蒽酮的制备方法 |
CN103724320B (zh) * | 2013-12-09 | 2015-09-02 | 天津久日化学股份有限公司 | 2-异丙基硫杂蒽酮的制备方法 |
CN107522686A (zh) * | 2017-08-25 | 2017-12-29 | 北京化工大学 | 硫醚化合物及其制备方法 |
CN107522686B (zh) * | 2017-08-25 | 2020-11-20 | 北京化工大学 | 硫醚化合物及其制备方法 |
CN109928951A (zh) * | 2017-12-19 | 2019-06-25 | 山东久日化学科技有限公司 | 2-异丙基硫杂蒽酮的制备方法 |
CN109928951B (zh) * | 2017-12-19 | 2022-03-08 | 山东久日化学科技有限公司 | 2-异丙基硫杂蒽酮的制备方法 |
CN109897026A (zh) * | 2019-04-02 | 2019-06-18 | 宁波易兮化工科技有限公司 | 一种硫杂蒽酮类化合物的合成新方法 |
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Legal Events
Date | Code | Title | Description |
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C06 | Publication | ||
PB01 | Publication | ||
ASS | Succession or assignment of patent right |
Owner name: JIANGSU ZHONGXING CHEMICAL TECHNOLOGY CO., LTD. Free format text: FORMER OWNER: DAFENG TIANSHENG CHEMICAL INDUSTRY CO., LTD. Effective date: 20110607 |
|
C41 | Transfer of patent application or patent right or utility model | ||
COR | Change of bibliographic data |
Free format text: CORRECT: ADDRESS; FROM: 224145 SOUTH AREA OF HAIYANGJING ECONOMIC DEVELOPMENT ZONE, DAFENG CITY, JIANGSU PROVINCE TO: SOUTH AREA OF DAFENG OCEAN ECONOMIC DEVELOPMENT ZONE |
|
TA01 | Transfer of patent application right |
Effective date of registration: 20110607 Address after: Dafeng Marine Economic Development Zone South District Applicant after: Jiangsu Zhongxing Chemical Co., Ltd. Address before: 224145 Southern District, Dafeng Economic Development Zone, Dafeng City, Jiangsu Province Applicant before: Dafeng Tiansheng Chemical Industry Co., Ltd. |
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C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20091104 |