CN102627528A - 超声波辅助合成松油醇的方法 - Google Patents
超声波辅助合成松油醇的方法 Download PDFInfo
- Publication number
- CN102627528A CN102627528A CN2012100700885A CN201210070088A CN102627528A CN 102627528 A CN102627528 A CN 102627528A CN 2012100700885 A CN2012100700885 A CN 2012100700885A CN 201210070088 A CN201210070088 A CN 201210070088A CN 102627528 A CN102627528 A CN 102627528A
- Authority
- CN
- China
- Prior art keywords
- terpineol
- auxiliary
- obtains
- terpine hydrate
- oil
- 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.)
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- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 238000000034 method Methods 0.000 title claims abstract description 21
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 229940116411 terpineol Drugs 0.000 title abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000006297 dehydration reaction Methods 0.000 claims abstract description 10
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims abstract description 6
- 238000006703 hydration reaction Methods 0.000 claims abstract description 6
- 238000005406 washing Methods 0.000 claims abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- JGKJMBOJWVAMIJ-UHFFFAOYSA-N 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol;hydrate Chemical compound O.CC(C)(O)C1CCC(C)(O)CC1 JGKJMBOJWVAMIJ-UHFFFAOYSA-N 0.000 claims description 18
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 18
- RBNWAMSGVWEHFP-UHFFFAOYSA-N cis-p-Menthan-1,8-diol Natural products CC(C)(O)C1CCC(C)(O)CC1 RBNWAMSGVWEHFP-UHFFFAOYSA-N 0.000 claims description 17
- 238000002425 crystallisation Methods 0.000 claims description 13
- 230000008025 crystallization Effects 0.000 claims description 13
- 238000005194 fractionation Methods 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 7
- 238000000926 separation method Methods 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 3
- 210000003298 dental enamel Anatomy 0.000 claims description 3
- 229910001220 stainless steel Inorganic materials 0.000 claims description 3
- 239000010935 stainless steel Substances 0.000 claims description 3
- 230000018044 dehydration Effects 0.000 abstract description 7
- 238000005516 engineering process Methods 0.000 abstract description 4
- 230000036571 hydration Effects 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 3
- 238000004945 emulsification Methods 0.000 abstract 1
- 230000002787 reinforcement Effects 0.000 abstract 1
- 239000000047 product Substances 0.000 description 7
- 235000011121 sodium hydroxide Nutrition 0.000 description 6
- 239000007788 liquid Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 235000013599 spices Nutrition 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000011297 pine tar Substances 0.000 description 2
- 229940068124 pine tar Drugs 0.000 description 2
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- 229910001008 7075 aluminium alloy Inorganic materials 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 241000775848 Syringa oblata Species 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000008396 flotation agent Substances 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
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CN201210070088.5A CN102627528B (zh) | 2012-03-16 | 2012-03-16 | 超声波辅助合成松油醇的方法 |
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CN201210070088.5A CN102627528B (zh) | 2012-03-16 | 2012-03-16 | 超声波辅助合成松油醇的方法 |
Publications (2)
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CN102627528A true CN102627528A (zh) | 2012-08-08 |
CN102627528B CN102627528B (zh) | 2016-01-27 |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104262107A (zh) * | 2014-08-20 | 2015-01-07 | 福建森美达生物科技有限公司 | 一种能够实现水循环利用的水合萜二醇脱水生产工艺 |
CN104829424A (zh) * | 2015-04-17 | 2015-08-12 | 广西藤县通轩立信化学有限公司 | 利用松脂制备α-松油醇的方法 |
CN104829423A (zh) * | 2015-04-17 | 2015-08-12 | 广西藤县通轩立信化学有限公司 | 利用松脂制备松油醇的方法 |
CN106366090A (zh) * | 2016-08-26 | 2017-02-01 | 云南森美达生物科技有限公司 | α‑松油醇合成1,8‑桉叶素的方法 |
CN115403445A (zh) * | 2022-09-16 | 2022-11-29 | 南平青华科技有限公司 | 一种二氢月桂烯醇的制备方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102276420A (zh) * | 2011-06-22 | 2011-12-14 | 中国林业科学研究院林产化学工业研究所 | 一种制备松油醇的工艺方法 |
-
2012
- 2012-03-16 CN CN201210070088.5A patent/CN102627528B/zh active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102276420A (zh) * | 2011-06-22 | 2011-12-14 | 中国林业科学研究院林产化学工业研究所 | 一种制备松油醇的工艺方法 |
Non-Patent Citations (1)
Title |
---|
王琳琳: "超声波辅助合成水合萜二醇的工艺条件研究", 《林产化工通讯》 * |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104262107A (zh) * | 2014-08-20 | 2015-01-07 | 福建森美达生物科技有限公司 | 一种能够实现水循环利用的水合萜二醇脱水生产工艺 |
CN104262107B (zh) * | 2014-08-20 | 2016-03-02 | 福建森美达生物科技有限公司 | 一种能够实现水循环利用的水合萜二醇脱水生产工艺 |
CN104829424A (zh) * | 2015-04-17 | 2015-08-12 | 广西藤县通轩立信化学有限公司 | 利用松脂制备α-松油醇的方法 |
CN104829423A (zh) * | 2015-04-17 | 2015-08-12 | 广西藤县通轩立信化学有限公司 | 利用松脂制备松油醇的方法 |
CN106366090A (zh) * | 2016-08-26 | 2017-02-01 | 云南森美达生物科技有限公司 | α‑松油醇合成1,8‑桉叶素的方法 |
CN115403445A (zh) * | 2022-09-16 | 2022-11-29 | 南平青华科技有限公司 | 一种二氢月桂烯醇的制备方法 |
CN115403445B (zh) * | 2022-09-16 | 2024-04-26 | 南平青华科技有限公司 | 一种二氢月桂烯醇的制备方法 |
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Publication number | Publication date |
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CN102627528B (zh) | 2016-01-27 |
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Inventor after: Chen Dan Inventor before: Chen Guoqiang |
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Effective date of registration: 20151210 Address after: 650051 Huashan East Road, Wuhua District, Yunnan, China, No. 82, No. Applicant after: Chen Dan Address before: 655000, Chuxiong Yi Autonomous Prefecture of Yunnan province Shuangbai County Highway seven kilometers chicken Applicant before: YUNNAN SENMEIDA BIOTECHNOLOGY CO.,LTD. |
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Effective date of registration: 20160503 Address after: 655000, Chuxiong Yi Autonomous Prefecture of Yunnan province Shuangbai County Highway seven kilometers chicken Patentee after: YUNNAN SENMEIDA BIOTECHNOLOGY CO.,LTD. Address before: 650051 Huashan East Road, Wuhua District, Yunnan, China, No. 82, No. Patentee before: Chen Dan |
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Address after: 675100 Shuangbai County Industrial Park, Shuangbai County, Chuxiong Yi Autonomous Prefecture, Yunnan Province Patentee after: Yunnan senmeida Biotechnology Co.,Ltd. Address before: 655000, Chuxiong Yi Autonomous Prefecture of Yunnan province Shuangbai County Highway seven kilometers chicken Patentee before: YUNNAN SENMEIDA BIOTECHNOLOGY Co.,Ltd. |
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PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Ultrasonic assisted synthesis of terpineol Effective date of registration: 20221128 Granted publication date: 20160127 Pledgee: Kunming Dongfeng Sub branch of Bank of China Ltd. Pledgor: Yunnan senmeida Biotechnology Co.,Ltd. Registration number: Y2022530000036 |
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PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Granted publication date: 20160127 Pledgee: Kunming Dongfeng Sub branch of Bank of China Ltd. Pledgor: Yunnan senmeida Biotechnology Co.,Ltd. Registration number: Y2022530000036 |
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PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Method of ultrasonic assisted synthesis of terpineol Granted publication date: 20160127 Pledgee: Kunming Dongfeng Sub branch of Bank of China Ltd. Pledgor: Yunnan senmeida Biotechnology Co.,Ltd. Registration number: Y2024980010440 |