CN108707071A - A kind of method that propionic aldehyde oxidation prepares propionic acid - Google Patents
A kind of method that propionic aldehyde oxidation prepares propionic acid Download PDFInfo
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- CN108707071A CN108707071A CN201810687607.XA CN201810687607A CN108707071A CN 108707071 A CN108707071 A CN 108707071A CN 201810687607 A CN201810687607 A CN 201810687607A CN 108707071 A CN108707071 A CN 108707071A
- Authority
- CN
- China
- Prior art keywords
- propionic acid
- pressure
- catalyst
- propionic
- propionic aldehyde
- 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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Links
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 title claims abstract description 74
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 title claims abstract description 62
- 235000019260 propionic acid Nutrition 0.000 title claims abstract description 37
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 title claims abstract description 37
- 230000003647 oxidation Effects 0.000 title claims abstract description 17
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims abstract description 15
- 238000010438 heat treatment Methods 0.000 claims abstract description 20
- 239000003054 catalyst Substances 0.000 claims abstract description 17
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 239000003426 co-catalyst Substances 0.000 claims abstract description 11
- 238000004064 recycling Methods 0.000 claims abstract description 10
- 238000002360 preparation method Methods 0.000 claims abstract description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 8
- 239000001301 oxygen Substances 0.000 claims abstract description 8
- 239000002994 raw material Substances 0.000 claims abstract description 8
- 230000000740 bleeding effect Effects 0.000 claims abstract description 7
- 238000001816 cooling Methods 0.000 claims abstract description 5
- 238000001914 filtration Methods 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 238000010792 warming Methods 0.000 claims abstract description 5
- 230000017525 heat dissipation Effects 0.000 claims description 3
- 238000005057 refrigeration Methods 0.000 claims description 3
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 239000012535 impurity Substances 0.000 abstract description 2
- 229940011182 cobalt acetate Drugs 0.000 description 6
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical group [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000019249 food preservative Nutrition 0.000 description 1
- 239000005452 food preservative Substances 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- SXBRULKJHUOQCD-UHFFFAOYSA-N propanoic acid Chemical compound CCC(O)=O.CCC(O)=O SXBRULKJHUOQCD-UHFFFAOYSA-N 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
- C07C51/235—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
The invention discloses a kind of methods that propionic aldehyde oxidation prepares propionic acid, it is related to propionic acid preparing technical field；Its preparation method is as follows：Step 1：Prepare raw material：Raw material are as follows：Propionic aldehyde, high-pressure reactor, catalyst；Step 2：Propionic aldehyde and catalyst are once added in high-pressure reactor, stirs simultaneously, and carries out once being warming up to 30-50 DEG C, carries out secondary heating while agitating, the temperature of secondary heating is 85-110 DEG C, and is passed through oxygen while heating；Step 3：After secondary heating, co-catalyst is added, while pressurizeing by pressurizer, reaction after a certain period of time, is recycled after the completion of reaction；Step 4：The recycling of propionic acid：It by cooling down and bleeding off pressure when recycling, while being filtered by filter, can be obtained propionic acid after the completion of filtering；The present invention can realize fast reaction, and propionic acid yield can reach 90-96%, easy to operate, can save the time；It is safe in operation simultaneously, it is easy to use, and impurity is few.
Description
Technical field：
The invention belongs to propionic acid preparing technical fields, and in particular to a kind of method that propionic aldehyde oxidation prepares propionic acid.
Background technology：
Propionic acid (propanoic acid) is also known as propionic acid, is the carboxylic acid of three carbon, short chain saturated fatty acid, and chemical formula is
CH3CH2COOH.Pure propionic acid is colourless, mordant liquid, irritant smell.It is mainly used as food preservative and mould proof
Agent.Also act as emplastic inhibitor in beer etc., nitrocellulose solvent and plasticizer.It can also be used for matching for nickel plating solution
The manufacture of system, the preparation of food flavor and medicine, pesticide, mould inhibitor etc..
Yield is low in the preparation for existing propionic acid, while safety is low in the preparation, complicated when operation, and wastes time.
Invention content：
To solve existing propionic acid, yield is low in the preparation, while safety is low in the preparation, and when operation is complicated, and wastes time
The problem of, the purpose of the present invention is to provide a kind of methods that propionic aldehyde oxidation prepares propionic acid.
The method that a kind of propionic aldehyde oxidation of the present invention prepares propionic acid, its preparation method are as follows：
Step 1：Prepare raw material：Raw material are as follows：Propionic aldehyde, high-pressure reactor, catalyst；High-pressure reactor is carried out simultaneously
It cleans up, and uses automatic pressure-controlled formula high-pressure reactor；
Step 2：Propionic aldehyde and catalyst are once added in high-pressure reactor, stirs simultaneously, and carries out once being warming up to 30-50
DEG C, secondary heating is carried out while agitating, and the temperature of secondary heating is 85-110 DEG C, and is passed through oxygen while heating；
Step 3：After secondary heating, co-catalyst is added, while pressurizeing by pressurizer, pressurize is carried out after pressurization, and
And the dwell time is 5-10 minutes, reaction after a certain period of time, is recycled after the completion of reaction；
Step 4：The recycling of propionic acid：When recycling by cooling with bleed off pressure, cool down through radiator, refrigeration or natural heat dissipation mode,
It is slowly bled off pressure when starting when bleeding off pressure, sky is directly sent out when for low pressure, while being filtered by filter, after the completion of filtering
Obtain propionic acid.
Preferably, oxygen is passed through when being passed through using intermittent mode in the step 2.
Preferably, the reaction time is 2-3 hours in the step 3.
Preferably, the pressure pressurizeed in the step 3 is 0.8-3MPa.
Preferably, the catalyst is cobalt acetate, and input amount is 0.2-0.8%.
Preferably, the catalyst is solvay-type co-catalyst, and input amount is 0.04-1%.
Sky, low pressure 1-1.5mpa are directly sent out when preferably, bleeding off pressure low pressure in the step 4.
Preferably, it is at the uniform velocity to be fed using automatic feeding device that propionic aldehyde is added in the step 2 with catalyst.
Compared with prior art, beneficial effects of the present invention are：
One, fast reaction can be realized, and propionic acid yield can reach 94-96%, it is easy to operate, the time can be saved；
Two while safe in operation, it is easy to use, and impurity is few.
Specific implementation mode：
Present embodiment uses following technical scheme：A kind of method that propionic aldehyde oxidation prepares propionic acid, its preparation method is such as
Under：
Step 1：Prepare raw material：Raw material are as follows：Propionic aldehyde, high-pressure reactor, catalyst；High-pressure reactor is carried out simultaneously
It cleans up, and uses automatic pressure-controlled formula high-pressure reactor；
Step 2：Propionic aldehyde and catalyst are once added in high-pressure reactor, stirs simultaneously, and carries out once being warming up to 30-50
DEG C, secondary heating is carried out while agitating, and the temperature of secondary heating is 85-110 DEG C, and is passed through oxygen while heating；
Step 3：After secondary heating, co-catalyst is added, while pressurizeing by pressurizer, pressurize is carried out after pressurization, and
And the dwell time is 5-10 minutes, reaction after a certain period of time, is recycled after the completion of reaction；
Step 4：The recycling of propionic acid：When recycling by cooling with bleed off pressure, cool down through radiator, refrigeration or natural heat dissipation mode,
It is slowly bled off pressure when starting when bleeding off pressure, sky is directly sent out when for low pressure, while being filtered by filter, after the completion of filtering
Obtain propionic acid.
Further, oxygen is passed through when being passed through using intermittent mode in the step 2.
Further, the reaction time is 2-3 hours in the step 3.
Further, the pressure pressurizeed in the step 3 is 0.8-3MPa.
Further, the catalyst is cobalt acetate, and input amount is 0.2-0.8%.
Further, the catalyst is solvay-type co-catalyst, and input amount is 0.04-1%.
Further, sky, low pressure 1-1.5mpa are directly sent out when bleeding off pressure low pressure in the step 4.
Further, it is at the uniform velocity to be fed using automatic feeding device that propionic aldehyde is added in the step 2 with catalyst.
Embodiment：
One, propionic aldehyde and cobalt acetate are once added in high-pressure reactor, is carried out at the same time stirring, and carries out once being warming up to 40 DEG C,
Secondary heating is carried out while agitating, and the temperature of secondary heating is 100 DEG C, and is passed through oxygen while heating；
Step 3：After secondary heating, co-catalyst is added, while pressurizeing by pressurizer, moulding pressure 2MPa, instead
It is 3 hours between seasonable, is recycled after the completion of reaction；
Step 4：The recycling of propionic acid：It by cooling down and bleeding off pressure when recycling, while will be filtered by filter, filtering is completed
After can be obtained propionic acid.
1 cobalt acetate dosage of table prepares propionic aldehyde oxidation the influence of propionic acid
| Cobalt acetate mass fraction（%） | Propionic aldehyde conversion ratio（%） | Propionic acid yield（%） |
| 0.2 | 82 | 74 |
| 0.4 | 88 | 83 |
| 0.6 | 87 | 82 |
| 0.8 | 87 | 81 |
2 solvay-type co-catalyst dosage of table prepares propionic aldehyde oxidation the influence of propionic acid
| Solvay-type co-catalyst mass fraction（%） | Propionic aldehyde conversion ratio（%） | Propionic acid yield（%） |
| 0.04 | 75 | 72 |
| 0.08 | 88 | 82 |
| 0.20 | 94 | 90 |
| 0.60 | 96 | 92 |
| 0.80 | 95 | 91 |
| 1.00 | 94 | 91 |
As shown in table 1, cobalt acetate dosage of the invention conversion ratio highest, conversion effect at 0.4% is best.As shown in table 2, originally
The solvay-type co-catalyst dosage of invention conversion ratio highest, conversion effect at 0.6% is best.
It is obvious to a person skilled in the art that invention is not limited to the details of the above exemplary embodiments, Er Qie
In the case of without departing substantially from spirit or essential attributes of the invention, the present invention can be realized in other specific forms.Therefore, no matter
From the point of view of which point, the present embodiments are to be considered as illustrative and not restrictive, and the scope of the present invention is by appended power
Profit requires rather than above description limits, it is intended that all by what is fallen within the meaning and scope of the equivalent requirements of the claims
Variation is included within the present invention.
In addition, it should be understood that although this specification is described in terms of embodiments, but not each embodiment is only wrapped
Containing an independent technical solution, this description of the specification is merely for the sake of clarity, and those skilled in the art should
It considers the specification as a whole, the technical solutions in the various embodiments may also be suitably combined, forms those skilled in the art
The other embodiment being appreciated that.
Claims (8)
1. a kind of method that propionic aldehyde oxidation prepares propionic acid, it is characterised in that：Its preparation method is as follows：
Step 1：Prepare raw material：Raw material are as follows：Propionic aldehyde, high-pressure reactor, catalyst；High-pressure reactor is carried out simultaneously
It cleans up, and uses automatic pressure-controlled formula high-pressure reactor；
Step 2：Propionic aldehyde and catalyst are once added in high-pressure reactor, stirs simultaneously, and carries out once being warming up to 30-50
DEG C, secondary heating is carried out while agitating, and the temperature of secondary heating is 85-110 DEG C, and is passed through oxygen while heating；
Step 3：After secondary heating, co-catalyst is added, while pressurizeing by pressurizer, pressurize is carried out after pressurization, and
And the dwell time is 5-10 minutes, reaction after a certain period of time, is recycled after the completion of reaction；
Step 4：The recycling of propionic acid：When recycling by cooling with bleed off pressure, cool down through radiator, refrigeration or natural heat dissipation mode,
It is slowly bled off pressure when starting when bleeding off pressure, sky is directly sent out when for low pressure, while being filtered by filter, after the completion of filtering
Obtain propionic acid.
2. the method that a kind of propionic aldehyde oxidation according to claim 1 prepares propionic acid, it is characterised in that：Oxygen in the step 2
Gas is passed through when being passed through using intermittent mode.
3. the method that a kind of propionic aldehyde oxidation according to claim 1 prepares propionic acid, it is characterised in that：It is anti-in the step 3
It is 2-3 hours between seasonable.
4. the method that a kind of propionic aldehyde oxidation according to claim 1 prepares propionic acid, it is characterised in that：Add in the step 3
The pressure of pressure is 0.8-3MPa.
5. the method that a kind of propionic aldehyde oxidation according to claim 1 prepares propionic acid, it is characterised in that：The catalyst is second
Sour cobalt, and input amount is 0.2-0.8%.
6. the method that a kind of propionic aldehyde oxidation according to claim 1 prepares propionic acid, it is characterised in that：The catalyst is network
Mould assembly co-catalyst, and input amount is 0.04-1%.
7. the method that a kind of propionic aldehyde oxidation according to claim 1 prepares propionic acid, it is characterised in that：It is put in the step 4
Sky, low pressure 1-1.5mpa are directly sent out when being pressed onto low pressure.
8. the method that a kind of propionic aldehyde oxidation according to claim 1 prepares propionic acid, it is characterised in that：Add in the step 2
It is at the uniform velocity to be fed using automatic feeding device to enter propionic aldehyde with catalyst.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810687607.XA CN108707071A (en) | 2018-06-28 | 2018-06-28 | A kind of method that propionic aldehyde oxidation prepares propionic acid |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810687607.XA CN108707071A (en) | 2018-06-28 | 2018-06-28 | A kind of method that propionic aldehyde oxidation prepares propionic acid |
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| CN108707071A true CN108707071A (en) | 2018-10-26 |
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| CN201810687607.XA Pending CN108707071A (en) | 2018-06-28 | 2018-06-28 | A kind of method that propionic aldehyde oxidation prepares propionic acid |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109776292A (en) * | 2019-03-22 | 2019-05-21 | 宜兴市恒兴精细化工有限公司 | A method of synthesis propione |
| WO2021140044A1 (en) | 2020-01-09 | 2021-07-15 | Basf Se | Process for the preparation of c3-5 saturated aliphatic carboxylic acids |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1020423A1 (en) * | 1981-07-06 | 1983-05-30 | Институт Химической Физики Ан Армсср | Process for preparing propionic acid |
| RO84438B1 (en) * | 1982-04-23 | 1984-08-30 | Centrul De Chimie | Process and installation for obtaining propionic acid from propionic aldehyde |
| CN1597654A (en) * | 2003-09-15 | 2005-03-23 | 中国石油天然气股份有限公司 | Catulyst for preparing propionic acid by propionaldehyde oxidation and its method |
| CN1697804A (en) * | 2003-06-05 | 2005-11-16 | Lg化学株式会社 | Method for preparing organic acid |
| CN105254484A (en) * | 2015-11-10 | 2016-01-20 | 天津大学 | Continuous production method and device for preparing propionic acid through air oxidation of propionaldehyde |
-
2018
- 2018-06-28 CN CN201810687607.XA patent/CN108707071A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1020423A1 (en) * | 1981-07-06 | 1983-05-30 | Институт Химической Физики Ан Армсср | Process for preparing propionic acid |
| RO84438B1 (en) * | 1982-04-23 | 1984-08-30 | Centrul De Chimie | Process and installation for obtaining propionic acid from propionic aldehyde |
| CN1697804A (en) * | 2003-06-05 | 2005-11-16 | Lg化学株式会社 | Method for preparing organic acid |
| CN1597654A (en) * | 2003-09-15 | 2005-03-23 | 中国石油天然气股份有限公司 | Catulyst for preparing propionic acid by propionaldehyde oxidation and its method |
| CN105254484A (en) * | 2015-11-10 | 2016-01-20 | 天津大学 | Continuous production method and device for preparing propionic acid through air oxidation of propionaldehyde |
Non-Patent Citations (1)
| Title |
|---|
| 展江宏 等: "丙醛氧化制丙酸", 《石化技术与应用》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109776292A (en) * | 2019-03-22 | 2019-05-21 | 宜兴市恒兴精细化工有限公司 | A method of synthesis propione |
| CN109776292B (en) * | 2019-03-22 | 2021-10-01 | 江苏恒兴新材料科技股份有限公司 | Method for synthesizing 3-pentanone |
| WO2021140044A1 (en) | 2020-01-09 | 2021-07-15 | Basf Se | Process for the preparation of c3-5 saturated aliphatic carboxylic acids |
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Effective date of registration: 20181225 Address after: Room 1129, 11th floor, Traffic Bureau Building, 95 Yingbin Avenue, Xinhua Street, Huadu District, Guangzhou City, Guangdong 510800 Applicant after: GUANGZHOU XINSHIJI NEW ENERGY DEVELOPMENT Co.,Ltd. Address before: 210000 Fangshui Road 168-095, Nanjing Chemical Industrial Park, Nanjing, Jiangsu Province Applicant before: Nanjing RongXin Chemical Co.,Ltd. |
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Effective date of registration: 20201211 Address after: 210047 -095, Fang Shui Road, Nanjing Chemical Industrial Park, Nanjing, Jiangsu, China, 168 Applicant after: Nanjing RongXin Chemical Co.,Ltd. Address before: Room 1129, 11th floor, Traffic Bureau Building, 95 Yingbin Avenue, Xinhua Street, Huadu District, Guangzhou City, Guangdong 510800 Applicant before: GUANGZHOU XINSHIJI NEW ENERGY DEVELOPMENT Co.,Ltd. |
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Application publication date: 20181026 |