CN104592002A - Preparation method of 2-ethyl hexanoate manganese powder - Google Patents
Preparation method of 2-ethyl hexanoate manganese powder Download PDFInfo
- Publication number
- CN104592002A CN104592002A CN201510022229.XA CN201510022229A CN104592002A CN 104592002 A CN104592002 A CN 104592002A CN 201510022229 A CN201510022229 A CN 201510022229A CN 104592002 A CN104592002 A CN 104592002A
- Authority
- CN
- China
- Prior art keywords
- hexanoic acid
- ethyl hexanoic
- manganese
- powder
- preparation
- 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.)
- Granted
Links
- 239000000843 powder Substances 0.000 title claims abstract description 50
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- KBZJGADVIHPFAA-UHFFFAOYSA-N ethyl hexanoate;manganese Chemical compound [Mn].CCCCCC(=O)OCC KBZJGADVIHPFAA-UHFFFAOYSA-N 0.000 title abstract 5
- 239000007787 solid Substances 0.000 claims abstract description 23
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000003513 alkali Substances 0.000 claims abstract description 14
- 150000002696 manganese Chemical class 0.000 claims abstract description 13
- 238000001816 cooling Methods 0.000 claims abstract description 9
- MIMZZKDIKWTJKB-UHFFFAOYSA-N 2-ethylhexanoic acid manganese Chemical compound [Mn].CCCCC(CC)C(O)=O.CCCCC(CC)C(O)=O MIMZZKDIKWTJKB-UHFFFAOYSA-N 0.000 claims description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 claims description 13
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 claims description 10
- 239000012266 salt solution Substances 0.000 claims description 6
- 229910021380 Manganese Chloride Inorganic materials 0.000 claims description 4
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical group Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 claims description 4
- 239000011565 manganese chloride Substances 0.000 claims description 4
- 235000002867 manganese chloride Nutrition 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 238000010792 warming Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 15
- 238000010438 heat treatment Methods 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 5
- 238000000576 coating method Methods 0.000 abstract description 4
- 239000003973 paint Substances 0.000 abstract description 4
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- 239000000654 additive Substances 0.000 abstract description 2
- 238000010298 pulverizing process Methods 0.000 abstract description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 43
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000011572 manganese Substances 0.000 description 8
- 239000012855 volatile organic compound Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 6
- 238000011049 filling Methods 0.000 description 5
- 229940099596 manganese sulfate Drugs 0.000 description 5
- 239000011702 manganese sulphate Substances 0.000 description 5
- 235000007079 manganese sulphate Nutrition 0.000 description 5
- 239000000376 reactant Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- SGGOJYZMTYGPCH-UHFFFAOYSA-L manganese(2+);naphthalene-2-carboxylate Chemical compound [Mn+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 SGGOJYZMTYGPCH-UHFFFAOYSA-L 0.000 description 3
- 239000010941 cobalt Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- ISPYRSDWRDQNSW-UHFFFAOYSA-L manganese(II) sulfate monohydrate Chemical compound O.[Mn+2].[O-]S([O-])(=O)=O ISPYRSDWRDQNSW-UHFFFAOYSA-L 0.000 description 2
- 238000005649 metathesis reaction Methods 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- -1 purity is high Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007127 saponification reaction Methods 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
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F9/00—Compounds to be used as driers, i.e. siccatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
- Battery Electrode And Active Subsutance (AREA)
Abstract
The invention discloses a preparation method of 2-ethyl hexanoate manganese powder. The preparation method comprises the following steps: heating 2-ethyl hexoic acid and alkali liquor to 90-100 DEG C, and then dropwise adding an aqueous solution of a divalent manganese salt; after complete reaction, cooling to room temperature to obtain a 2-ethyl hexanoate manganese solid; and finally, pulverizing the 2-ethyl hexanoate manganese solid into powder by using a low-temperature pulverizer. The 2-ethyl hexanoate manganese powder prepared by the method disclosed by the invention does not contain other solvents and additives, is easy to store and transport, and can be used as an environment-friendly dryer for coatings, oil paint and printing ink.
Description
Technical field
The invention belongs to manganic drier preparing technical field, especially a kind of preparation method of 2 ethyl hexanoic acid manganese powder end.
Background technology
Siccative of the prior art is the important auxiliary agent preparing coating, paint and ink, and cobalt and manganese are widely used as main siccative.Abroad in Recent Years is reported, cobalt may be carcinogenic, therefore manganic drier has become most important siccative.Traditional method preparing 2 ethyl hexanoic acid manganic drier is developed by the preparation method of manganese naphthenate, 2 ethyl hexanoic acid and sodium hydroxide are first carried out saponification by traditional preparation method usually, add base oil again, then drip manganous salt, under 40-60 DEG C and violent stirring, make it that replacement(metathesis)reaction occur obtain 2 ethyl hexanoic acid manganese oil-phase solution.Due to traditional preparation method, be adopt water oil two-phase system, using petroleum mineral oil as the fluent meterial of solvent, its volatile organic compounds (VOC) content is often higher.Along with China is to the raising day by day of environmental requirement, lower to volatile organic compounds (VOC) content requirement of product.
Summary of the invention
In order to overcome the deficiencies in the prior art, the invention provides a kind of preparation method of 2 ethyl hexanoic acid manganese powder end, 2 ethyl hexanoic acid manganese powder end prepared by this preparation method is only containing 2 ethyl hexanoic acid manganese and a small amount of moisture, not containing any other solvent and additive, more Environmental Safety, the manganic drier that the method obtains is a kind of not containing the environment-friendly type manganic drier of VOC.
To achieve these goals, the technical solution used in the present invention is: a kind of preparation method of 2 ethyl hexanoic acid manganese powder end, it is characterized in that, comprise the following steps: in reactor, the amount of substance such as 1. to add 2 ethyl hexanoic acid and alkali lye, be warming up to 90-100 DEG C, wherein the percentage concentration of alkali lye is 30%-50%;
2. be dissolved in the water watersoluble divalent manganese salt configuration manganese salt solution, dripped by manganese salt solution in reactor;
3. question response completely after, pour cooling pool while hot into and be cooled to room temperature, obtain 2 ethyl hexanoic acid manganese solid;
4. with Lowtemperaturepulverizer, 2 ethyl hexanoic acid manganese solid powder is broken to powder.
As the further setting of the present invention, described watersoluble divalent manganese salt is manganous chloride or manganous sulfate.
As the further setting of the present invention, described step 4. in temperature range when 2 ethyl hexanoic acid manganese solid powder being broken to powder with Lowtemperaturepulverizer be 5 DEG C ~ 40 DEG C.
Another object of the present invention, provides a kind of 2 ethyl hexanoic acid manganese powder end obtained according to preparation method according to claim 1, it is characterized in that: this 2 ethyl hexanoic acid manganese powder end is applied to siccative field.
Adopt such scheme, the present invention adopts single-phase water solution system to replace completing reaction in water of the prior art oil two-phase system, because traditional 2 ethyl hexanoic acid manganese is developed by the preparation method of manganese naphthenate, it is in the selection of temperature and solvent, tend to the preparation condition indiscriminately imitating manganese naphthenate, but when low temperature, due to its poorly water-soluble, therefore select oil-based solvent to make it be dissolved in oil-based system, rear by extraction extraction.The present invention then selects 2 ethyl hexanoic acid and alkali lye (as sodium hydroxide, potassium hydroxide) to react at high temperature 90-100 DEG C and forms 2 ethyl hexanoic acid sodium (potassium) aqueous solution, and solubility divalent manganesetion is instilled in this 2 ethyl hexanoic acid sodium (potassium) aqueous solution, make it that replacement(metathesis)reaction occur and obtain 2 ethyl hexanoic acid manganese, after having reacted, solution is cooled while hot and separate out 2 ethyl hexanoic acid manganese solid, owing to not using other solvents in this reaction, therefore obtain 2 ethyl hexanoic acid manganese simple substance solid, purity is high, impurity is few, and productive rate is high.In addition, 2 ethyl hexanoic acid manganese at high temperature has good mobility, carrying out smoothly of guarantee system reaction.The product that the method obtains is owing to only containing the powder of 2 ethyl hexanoic acid manganese and a small amount of moisture, not containing VOC, this 2 ethyl hexanoic acid manganese powder end is environment-friendly type manganic drier, is easy to store and transport, and the environment-friendly type siccative that can be used as coating, paint and ink industry uses.
Embodiment
Specific embodiments of the invention are the preparation methods at 2 ethyl hexanoic acid manganese powder end, and it comprises the following steps: in reactor, the amount of substance such as 1. to add 2 ethyl hexanoic acid and alkali lye, and be warming up to 90-100 DEG C, wherein the percentage concentration of alkali lye is 30%-50%; Alkali lye can be sodium hydroxide or potassium hydroxide or other basic solutions,
2. be dissolved in the water watersoluble divalent manganese salt configuration manganese salt solution, and dripped in reactor by manganese salt solution, this watersoluble divalent manganese salt is manganous chloride or manganous sulfate,
3. question response completely after, pour cooling pool while hot into and be cooled to room temperature, obtain 2 ethyl hexanoic acid manganese solid;
Its reactive chemistry formula is as follows:
C
4H
9CH(C
2H
5)COOH + OH
-= C
4H
9CH(C
2H
5)COO
++ H
2O
2C
4H
9CH(C
2H
5)COO
++ Mn
2+= [C
4H
9CH(C
2H
5)COO]
2Mn
4. with Lowtemperaturepulverizer, 2 ethyl hexanoic acid manganese solid powder is broken to powder, temperature range during pulverizing is 5 DEG C ~ 40 DEG C, and this powder particle≤50 order.
The 2 ethyl hexanoic acid manganese powder end obtained by aforesaid method, not containing VOC, Environmental Safety, the environment-friendly type siccative that can be used as coating, paint and ink industry uses.
Embodiment one:
78g 2 ethyl hexanoic acid and 72g alkali lye (NaOH%=30%) are joined in reaction flask, to stir and with heating in water bath to 90 DEG C.39g manganous sulfate is dissolved in the beaker filling 200g water, then manganese sulfate solution is added drop-wise in reaction flask.After dripping, at 90 DEG C, insulated and stirred 2 hours, then pours in cooling pool by reactant while hot, is cooled to room temperature and obtains 2 ethyl hexanoic acid manganese solid.Finally with Lowtemperaturepulverizer, 2 ethyl hexanoic acid manganese solid powder is broken to powder, obtains 87g 2 ethyl hexanoic acid manganese powder end (Mn%=16%, productive rate is 98%).
Embodiment two:
80g 2 ethyl hexanoic acid and 63g alkali lye (NaOH%=35%) are joined in reaction flask, to stir and with heating in water bath to 95 DEG C.44g manganese sulfate monohydrate is dissolved in the beaker filling 200g water, then manganese sulfate solution is added drop-wise in reaction flask.After dripping, at 95 DEG C, insulated and stirred 2 hours, then pours in cooling pool by reactant while hot, is cooled to room temperature and obtains 2 ethyl hexanoic acid manganese solid.Finally with Lowtemperaturepulverizer, 2 ethyl hexanoic acid manganese solid powder is broken to powder, obtains 88g 2 ethyl hexanoic acid manganese powder end (Mn%=16%, productive rate is 99%).
Embodiment three:
78g 2 ethyl hexanoic acid and 72g alkali lye (NaOH%=30%) are joined in reaction flask, to stir and with heating in water bath to 100 DEG C.32.5g manganous chloride is dissolved in the beaker filling 200g water, then manganese sulfate solution is added drop-wise in reaction flask.After dripping, at 100 DEG C, insulated and stirred 1 hour, then pours in cooling pool by reactant while hot, is cooled to room temperature and obtains 2 ethyl hexanoic acid manganese solid.Finally with Lowtemperaturepulverizer, 2 ethyl hexanoic acid manganese solid powder is broken to powder, obtains 87g 2 ethyl hexanoic acid manganese powder end (Mn%=16%, productive rate is 98%).
Embodiment four:
80g 2 ethyl hexanoic acid and 44g alkali lye (NaOH%=50%) are joined in reaction flask, to stir and with heating in water bath to 95 DEG C.39g manganous sulfate is dissolved in the beaker filling 200g water, then manganese sulfate solution is added drop-wise in reaction flask.After dripping, at 95 DEG C, insulated and stirred 2 hours, then pours in cooling pool by reactant while hot, is cooled to room temperature and obtains 2 ethyl hexanoic acid manganese solid.Finally with Lowtemperaturepulverizer, 2 ethyl hexanoic acid manganese solid powder is broken to powder, obtains 88g 2 ethyl hexanoic acid manganese powder end (Mn%=16%, productive rate is 99%).
Embodiment five:
39kg 2 ethyl hexanoic acid and 50kg alkali lye (KOH%=30%) are joined in reactor, to stir and with heating in water bath to 90 DEG C.22kg manganese sulfate monohydrate is dissolved in the material-compound tank filling 90kg water, then manganese sulfate solution is added drop-wise in reaction flask.After dripping, at 90 DEG C, insulated and stirred 2 hours, then pours in cooling pool by reactant while hot, is cooled to room temperature and obtains 2 ethyl hexanoic acid manganese solid.Finally with Lowtemperaturepulverizer, 2 ethyl hexanoic acid manganese solid powder is broken to powder, obtains 44kg 2 ethyl hexanoic acid manganese powder end (Mn%=16%, productive rate is 99%).
The present invention is not limited to above-mentioned embodiment; persons skilled in the art are according to content disclosed by the invention; other multiple embodiments can be adopted to implement of the present invention; or every employing project organization of the present invention and thinking; do simple change or change, all fall into protection scope of the present invention.
Claims (5)
1. the preparation method at 2 ethyl hexanoic acid manganese powder end, is characterized in that, comprises the following steps: in reactor, the amount of substance such as 1. to add 2 ethyl hexanoic acid and alkali lye, and be warming up to 90-100 DEG C, wherein the percentage concentration of alkali lye is 30%-50%;
2. be dissolved in the water watersoluble divalent manganese salt configuration manganese salt solution, dripped by manganese salt solution in reactor;
3. question response completely after, pour cooling pool while hot into and be cooled to room temperature, obtain 2 ethyl hexanoic acid manganese solid;
4. with Lowtemperaturepulverizer, 2 ethyl hexanoic acid manganese solid powder is broken to powder.
2. the preparation method at 2 ethyl hexanoic acid manganese powder end according to claim 1, is characterized in that: described watersoluble divalent manganese salt is manganous chloride or manganous sulfate.
3. the preparation method at 2 ethyl hexanoic acid manganese powder end according to claim 1, is characterized in that: described step 4. in temperature range when 2 ethyl hexanoic acid manganese solid powder being broken to powder with Lowtemperaturepulverizer be 5 DEG C ~ 40 DEG C.
4. the preparation method at 2 ethyl hexanoic acid manganese powder end according to claim 1, is characterized in that: described step 4. in 2 ethyl hexanoic acid manganese solid powder is broken to powder, powder diameter≤50 order with Lowtemperaturepulverizer.
5. the 2 ethyl hexanoic acid manganese powder end obtained according to preparation method according to claim 1, is characterized in that: this 2 ethyl hexanoic acid manganese powder end is applied to siccative field.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510022229.XA CN104592002B (en) | 2015-01-16 | 2015-01-16 | The preparation method at 2 ethyl hexanoic acid manganese powder end |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510022229.XA CN104592002B (en) | 2015-01-16 | 2015-01-16 | The preparation method at 2 ethyl hexanoic acid manganese powder end |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104592002A true CN104592002A (en) | 2015-05-06 |
| CN104592002B CN104592002B (en) | 2016-07-13 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510022229.XA Active CN104592002B (en) | 2015-01-16 | 2015-01-16 | The preparation method at 2 ethyl hexanoic acid manganese powder end |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104592002B (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH313372A (en) * | 1951-08-16 | 1956-04-15 | Borchers Ag Gebr | Process for the production of absolutely anhydrous salts of polyvalent metals of α-ethylhexanoic acid and α-ethylhexenoic acid and the use of these salts |
| US2807553A (en) * | 1955-07-18 | 1957-09-24 | Heyden Newport Chemical Corp | Stabilized metal soap compositions |
| US4940848A (en) * | 1987-05-04 | 1990-07-10 | Hi-Tek Polymers, Inc. | Stable solutions of prepolymers of thiodi(phenylcyanate) and laminating method employing same |
-
2015
- 2015-01-16 CN CN201510022229.XA patent/CN104592002B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH313372A (en) * | 1951-08-16 | 1956-04-15 | Borchers Ag Gebr | Process for the production of absolutely anhydrous salts of polyvalent metals of α-ethylhexanoic acid and α-ethylhexenoic acid and the use of these salts |
| US2807553A (en) * | 1955-07-18 | 1957-09-24 | Heyden Newport Chemical Corp | Stabilized metal soap compositions |
| US4940848A (en) * | 1987-05-04 | 1990-07-10 | Hi-Tek Polymers, Inc. | Stable solutions of prepolymers of thiodi(phenylcyanate) and laminating method employing same |
Non-Patent Citations (2)
| Title |
|---|
| 姜传福等: "异辛酸锰的合成研究", 《江西师范大学学报（自然科学版）》, vol. 31, no. 5, 30 September 2007 (2007-09-30), pages 534 - 537 * |
| 韩元山等: "催干剂异辛酸锰合成条件的研究", 《当代化工》, vol. 33, no. 3, 30 June 2004 (2004-06-30), pages 157 - 159 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104592002B (en) | 2016-07-13 |
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Effective date of registration: 20200610 Address after: 318000 No.10, Haihua Road, Gangxin District, linhaitoumen, Linhai City, Taizhou City, Zhejiang Province Patentee after: ZHEJIANG JUDENG CHEMICAL TECHNOLOGY Co.,Ltd. Address before: 325000, No. 261, Ma On Road East, Wenzhou, Zhejiang Patentee before: ZHEJIANG PROVINCE ZHONG MING CHEMICAL SCIENCE AND TECHNOLOGY Ltd. |
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Address after: 318000, No.10 Haihua Road, Linghai Toumen Port New District, Linhai City, Taizhou City, Zhejiang Province Patentee after: Zhejiang Shengze New Materials Co.,Ltd. Country or region after: China Address before: 318000, No.10 Haihua Road, Linghai Toumen Port New District, Linhai City, Taizhou City, Zhejiang Province Patentee before: ZHEJIANG JUDENG CHEMICAL TECHNOLOGY CO.,LTD. Country or region before: China |
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