CN101941894A - Cardanol polyoxyethylene ether and preparation method thereof - Google Patents
Cardanol polyoxyethylene ether and preparation method thereof Download PDFInfo
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- CN101941894A CN101941894A CN200910017036XA CN200910017036A CN101941894A CN 101941894 A CN101941894 A CN 101941894A CN 200910017036X A CN200910017036X A CN 200910017036XA CN 200910017036 A CN200910017036 A CN 200910017036A CN 101941894 A CN101941894 A CN 101941894A
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- cardanol
- soxylat
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- polyoxyethylene ether
- oxyethane
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Abstract
The invention provides cardanol polyoxyethylene ether and a preparation method thereof. The cardanol polyoxyethylene ether is prepared by reacting cardanol and epoxy ethane. The method comprises the following steps of: adding a catalyst and the cardanol into a reaction kettle during a reaction; fully stirring at the temperature of between 150 and 180 DEG C; introducing the epoxy ethane into the reaction kettle; performing polyreaction with stirring; adding acetic acid after the reaction for neutralization; and discharging after cooling so as to obtain the cardanol polyoxyethylene ether. The cardanol polyoxyethylene ether and the preparation method thereof have the advantages of a small number of side reactions, good color and luster of a product, mild reaction condition and low cost of raw materials. Natural cardanol is taken as a raw material for producing, so that the adverse effect of alkylpheol ethoxylates synthesized from petroleum on the environment is avoided. The cardanol polyoxyethylene ether belongs to linear chain alkylpheol ethoxylates and the hydrophile-lipophile balance (HLB) of a nonionic surfactant can be controlled by adjusting the adduct number of the epoxy ethane according to a process, so that the cardanol polyoxyethylene ether can be taken as an emulsifier, a lubricant, a washing agent, a solubilizing agent and the like.
Description
Technical field
The invention provides a kind of organic compound and preparation method thereof, particularly a kind of cardanol Soxylat A 25-7 and preparation method thereof.
Background technology
The application of tensio-active agent is very extensive, various civilian and industrial circles have been deep into, wherein ionization does not take place in nonionogenic tenside in water, be to be the amphiphilic structure molecule of hydrophilic group with hydroxyl or ehter bond, because nonionogenic tenside has non-ionizing characteristics in water, impelled nonionogenic tenside superior than ionogenic surfactant in some aspects, as in water He in the organic solvent, solvability preferably being arranged all, stability is high in solution, is not subject to the influence of strong electrolyte inorganic salt and acid, alkali.Because it and other types surfactant compatibility are good, so often can mix composite use well.Nonionogenic tenside has good anti-hard water ability, the characteristics of low whipability is arranged, and therefore is fit to do special washing composition.Because it has dispersion, emulsification, foam, wetting, the multiple performance of solubilising, therefore in a lot of fields, important use is arranged all.The alkylphenol polyoxyethylene that alkylphenol is made is one of main raw material of nonionogenic tenside, but because relevant derived product residence time in environment that petroleum-type synthetic alkylphenol is made is long, can cause environmental pollution, in a lot of developed countries all is the forbidding product, therefore, be necessary to study the alkylphenol polyoxyethylene that natural alkylphenol is made, to replace petroleum-type synthetic alkylphenol polyoxyethylene.
Summary of the invention
Technical problem to be solved by this invention is to provide a kind of cardanol Soxylat A 25-7 and preparation method thereof, with the disadvantageous effect of avoiding petroleum-type synthetic alkylphenol polyoxyethylene that environment is caused.
The present invention is achieved in that a kind of cardanol Soxylat A 25-7, and it has following structural formula:
Wherein, n=2～25.
The preparation method of cardanol Soxylat A 25-7, utilize cardanol and reacting ethylene oxide to prepare the cardanol Soxylat A 25-7, during reaction catalyzer and cardanol are added in the reactor, tighten reinforced flap, open and stir and heating system, vacuumize simultaneously, inflated with nitrogen displacement 2～5 times, under 150 ℃～180 ℃ temperature, fully stir, vacuumize then, dehydration, the liquid inlet opening of opening reactor again behind the inflated with nitrogen feeds oxyethane, under agitation carries out polyreaction, polymerization reaction time is 3～10 hours, add the acetic acid neutralization after the reaction, cooling back discharging makes the cardanol Soxylat A 25-7.
This cardanol Soxylat A 25-7 and preparation method thereof side reaction is few, and product color is good, the reaction conditions gentleness, and the prices of raw and semifnished materials are cheap, have the favorable industrial using value.It is a raw material production with natural cardanol, the disadvantageous effect of having avoided petroleum-type synthetic alkylphenol polyoxyethylene that environment is caused.Cardanol Soxylat A 25-7 of the present invention, belong to the straight chained alkyl phenol polyethenoxy ether, can adjust the oxyethane adduct number according to technology and control the hydrophilic hydrophobic balance value of nonionogenic tenside HLB, thereby can make the product of multiple different purposes such as emulsifying agent, wetting agent, washing composition, solubilizing agent.
Embodiment
Among the present invention, cardanol is the high purity cardanol that extracts from natural cashew nut shell, this cardanol is nontoxic, look shallow, with this good renewable biomass cardanol process ethoxylation, with regard to the cardanol Soxylat A 25-7 of availability excellence, its mechanism is: cardanol produces negative oxygen ion at alkaline condition, and then obtains the cardanol Soxylat A 25-7 by carrying out ethoxylation with oxyethane.
Its reaction equation is as follows:
A kind of cardanol Soxylat A 25-7, it has following structural formula:
Wherein, n=2～25.
The preparation method of cardanol Soxylat A 25-7, utilize cardanol and reacting ethylene oxide to prepare the cardanol Soxylat A 25-7, during reaction catalyzer and cardanol are added in the reactor, tighten reinforced flap, open and stir and heating system, vacuumize simultaneously, inflated with nitrogen displacement 2～5 times, under 150 ℃～180 ℃ temperature, fully stir, vacuumize then, dehydration, the liquid inlet opening of opening reactor again behind the inflated with nitrogen feeds oxyethane, under agitation carries out polyreaction, polymerization reaction time is 3～10 hours, add the acetic acid neutralization after the reaction, cooling back discharging makes the cardanol Soxylat A 25-7.Oxyethane adduct number polymerization reaction time after a little while is shorter, otherwise longer.
The mass percent of described cardanol and oxyethane is cardanol: oxyethane=89%～92%: 8%～11%.
The purity of described cardanol is more than or equal to 70%.
Described catalyzer is KOH, NaOH, Ba (OH)
28H
2O and NaHCO
3In any one.
Described catalyst consumption is 0.01%～0.1% of a cardanol weight.
The oxyethane adduct number of described cardanol Soxylat A 25-7 is 2～25.
The reacting kettle inner pressure that described feeding oxyethane carries out in the polymerization process is controlled at 0.05～0.1MPa.
In described " polymerization reaction time is 3～10 hours, add after the reaction acetic acid neutralization ", be to be that the pH value of polymerization reactant is 7-8 with the acetic acid neutralization.
Described cardanol, can adopt publication number is that CN101318884, application number are the cardanol of disclosed " a kind of preparation method of high purity cardanol " preparation in 200710041823.9 the Chinese patent application.
Claims (8)
1. a cardanol Soxylat A 25-7 is characterized in that, it has following structural formula:
Wherein, n=2～25.
2. the preparation method of cardanol Soxylat A 25-7 as claimed in claim 1, it is characterized in that, utilize cardanol and reacting ethylene oxide to prepare the cardanol Soxylat A 25-7, during reaction catalyzer and cardanol are added in the reactor, tighten reinforced flap, open and stir and heating system, vacuumize simultaneously, inflated with nitrogen displacement 2～5 times is fully stirred under 150 ℃～180 ℃ temperature, vacuumizes then, dehydration, the liquid inlet opening of opening reactor again behind the inflated with nitrogen feeds oxyethane, under agitation carry out polyreaction, polymerization reaction time is 3～10 hours, adds the acetic acid neutralization after the reaction, cooling back discharging makes the cardanol Soxylat A 25-7.
3. the preparation method of cardanol Soxylat A 25-7 as claimed in claim 2 is characterized in that, the mass percent of described cardanol and oxyethane is cardanol: oxyethane=89%～92%: 8%～11%.
4. the preparation method of cardanol Soxylat A 25-7 as claimed in claim 2 is characterized in that, the purity of described cardanol is more than or equal to 70%.
5. the preparation method of cardanol Soxylat A 25-7 as claimed in claim 2 is characterized in that, described catalyzer is KOH, NaOH, Ba (OH)
28H
2O and NaHCO
3In any one.
6. the preparation method of cardanol Soxylat A 25-7 as claimed in claim 2 is characterized in that, described catalyst consumption is 0.01%～0.1% of a cardanol weight.
7. the preparation method of cardanol Soxylat A 25-7 as claimed in claim 2 is characterized in that, the oxyethane adduct number of described cardanol Soxylat A 25-7 is 2～25.
8. the preparation method of cardanol Soxylat A 25-7 as claimed in claim 2 is characterized in that, the reacting kettle inner pressure that described feeding oxyethane carries out in the polymerization process is controlled at 0.05～0.1MPa.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910017036XA CN101941894A (en) | 2009-07-09 | 2009-07-09 | Cardanol polyoxyethylene ether and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910017036XA CN101941894A (en) | 2009-07-09 | 2009-07-09 | Cardanol polyoxyethylene ether and preparation method thereof |
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| CN200910017036XA Pending CN101941894A (en) | 2009-07-09 | 2009-07-09 | Cardanol polyoxyethylene ether and preparation method thereof |
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Cited By (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102206336A (en) * | 2011-04-28 | 2011-10-05 | 东北大学 | Saturated cardanol polyoxyethylene ether and preparation method thereof |
| CN103041860A (en) * | 2013-01-24 | 2013-04-17 | 凤台精兴生物科技有限公司 | Alkali compound catalyst used in synthesis reaction of nonyl phenol polyoxyethylene ether |
| CN103357348A (en) * | 2013-07-12 | 2013-10-23 | 北京工商大学 | Cardanol ether surfactant containing trisiloxane and preparation method of surfactant |
| CN103449982A (en) * | 2013-08-23 | 2013-12-18 | 杨锌荣 | Alkylnaphthol polyoxyethylene ether and preparation method thereof |
| CN103920416A (en) * | 2014-05-12 | 2014-07-16 | 江南大学 | Cardanol phenolic-group non-ionic type dimeric surfactant and synthetic method thereof |
| CN104878621A (en) * | 2015-06-05 | 2015-09-02 | 苏州大学 | Acid dye leveling agent |
| CN105396503A (en) * | 2015-11-03 | 2016-03-16 | 联泓(江苏)新材料研究院有限公司 | Compound nonionic surfactant |
| CN106083947A (en) * | 2016-06-16 | 2016-11-09 | 常熟耐素生物材料科技有限公司 | Phenol polyethenoxy ether glucoside and its preparation method and application between pentadecane (alkene) base |
| CN106187712A (en) * | 2016-07-04 | 2016-12-07 | 江门谦信化工发展有限公司 | The industrially prepared system of a kind of propylene glycol phenylate and preparation method |
| CN106380378A (en) * | 2016-08-26 | 2017-02-08 | 石家庄市海森化工有限公司 | Preparation method of environment-friendly low-foam natural phenol polyoxyethylene ether |
| CN107955152A (en) * | 2017-11-27 | 2018-04-24 | 山东诺威新材料有限公司 | Cardanol polyoxyethylene ether, its preparation method and its preparation method of the without phosphorus laundry sheet of preparation and without phosphorus laundry sheet |
| CN108864419A (en) * | 2018-07-30 | 2018-11-23 | 浙江凯德化工有限公司 | A kind of preparation method of anacardol polyethers |
| CN108912858A (en) * | 2017-04-01 | 2018-11-30 | 浙江绿果新材料有限公司 | A kind of styrene-acrylic latex coating |
| CN109158050A (en) * | 2018-09-10 | 2019-01-08 | 上海邦高化学有限公司 | Cashew nut phenolic anion-nonionic surfactant and the preparation method and application thereof |
| CN110483300A (en) * | 2019-09-12 | 2019-11-22 | 陕西科技大学 | A kind of acrylic acid anacardol polyoxyethylene ester and preparation method thereof |
| CN111088091A (en) * | 2018-10-23 | 2020-05-01 | 中国石油化工股份有限公司 | Gasoline engine oil composition and preparation method thereof |
| CN111088092A (en) * | 2018-10-23 | 2020-05-01 | 中国石油化工股份有限公司 | Heavy-duty diesel engine oil composition and preparation method thereof |
| CN111777740A (en) * | 2020-07-23 | 2020-10-16 | 南通星辰合成材料有限公司 | Cardanol polyether modified ABA type waterborne epoxy resin and preparation method thereof |
| CN112029087A (en) * | 2020-09-01 | 2020-12-04 | 上海邦高化学有限公司 | Cardanol polyoxyethylene ether and preparation method and application thereof |
| CN113087894A (en) * | 2021-04-01 | 2021-07-09 | 上海邦高化学有限公司 | Cardanol polyoxyethylene ether, preparation method and application thereof |
| WO2023227358A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Premix and composition and method of preparing the same |
| WO2023227356A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Composition containing enzyme |
| WO2023227357A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Composition |
-
2009
- 2009-07-09 CN CN200910017036XA patent/CN101941894A/en active Pending
Cited By (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102206336A (en) * | 2011-04-28 | 2011-10-05 | 东北大学 | Saturated cardanol polyoxyethylene ether and preparation method thereof |
| CN103041860A (en) * | 2013-01-24 | 2013-04-17 | 凤台精兴生物科技有限公司 | Alkali compound catalyst used in synthesis reaction of nonyl phenol polyoxyethylene ether |
| CN103041860B (en) * | 2013-01-24 | 2015-03-25 | 凤台精兴生物科技有限公司 | Alkali compound catalyst used in synthesis reaction of nonyl phenol polyoxyethylene ether |
| CN103357348A (en) * | 2013-07-12 | 2013-10-23 | 北京工商大学 | Cardanol ether surfactant containing trisiloxane and preparation method of surfactant |
| CN103357348B (en) * | 2013-07-12 | 2015-04-01 | 北京工商大学 | Cardanol ether surfactant containing trisiloxane and preparation method of surfactant |
| CN103449982A (en) * | 2013-08-23 | 2013-12-18 | 杨锌荣 | Alkylnaphthol polyoxyethylene ether and preparation method thereof |
| CN103920416A (en) * | 2014-05-12 | 2014-07-16 | 江南大学 | Cardanol phenolic-group non-ionic type dimeric surfactant and synthetic method thereof |
| CN104878621B (en) * | 2015-06-05 | 2017-07-21 | 苏州大学 | Acid dye leveling agent |
| CN104878621A (en) * | 2015-06-05 | 2015-09-02 | 苏州大学 | Acid dye leveling agent |
| CN105396503A (en) * | 2015-11-03 | 2016-03-16 | 联泓(江苏)新材料研究院有限公司 | Compound nonionic surfactant |
| CN105396503B (en) * | 2015-11-03 | 2018-03-27 | 联泓(江苏)新材料研究院有限公司 | Compositional type nonionic surfactant |
| CN106083947A (en) * | 2016-06-16 | 2016-11-09 | 常熟耐素生物材料科技有限公司 | Phenol polyethenoxy ether glucoside and its preparation method and application between pentadecane (alkene) base |
| CN106187712A (en) * | 2016-07-04 | 2016-12-07 | 江门谦信化工发展有限公司 | The industrially prepared system of a kind of propylene glycol phenylate and preparation method |
| CN106187712B (en) * | 2016-07-04 | 2019-11-22 | 江门谦信化工发展有限公司 | A kind of industrially prepared system and preparation method of propylene glycol phenylate |
| CN106380378A (en) * | 2016-08-26 | 2017-02-08 | 石家庄市海森化工有限公司 | Preparation method of environment-friendly low-foam natural phenol polyoxyethylene ether |
| CN108912858A (en) * | 2017-04-01 | 2018-11-30 | 浙江绿果新材料有限公司 | A kind of styrene-acrylic latex coating |
| CN107955152A (en) * | 2017-11-27 | 2018-04-24 | 山东诺威新材料有限公司 | Cardanol polyoxyethylene ether, its preparation method and its preparation method of the without phosphorus laundry sheet of preparation and without phosphorus laundry sheet |
| CN108864419A (en) * | 2018-07-30 | 2018-11-23 | 浙江凯德化工有限公司 | A kind of preparation method of anacardol polyethers |
| CN109158050A (en) * | 2018-09-10 | 2019-01-08 | 上海邦高化学有限公司 | Cashew nut phenolic anion-nonionic surfactant and the preparation method and application thereof |
| CN111088092B (en) * | 2018-10-23 | 2022-07-15 | 中国石油化工股份有限公司 | Heavy-load diesel engine oil composition and preparation method thereof |
| CN111088091A (en) * | 2018-10-23 | 2020-05-01 | 中国石油化工股份有限公司 | Gasoline engine oil composition and preparation method thereof |
| CN111088092A (en) * | 2018-10-23 | 2020-05-01 | 中国石油化工股份有限公司 | Heavy-duty diesel engine oil composition and preparation method thereof |
| CN110483300A (en) * | 2019-09-12 | 2019-11-22 | 陕西科技大学 | A kind of acrylic acid anacardol polyoxyethylene ester and preparation method thereof |
| CN111777740A (en) * | 2020-07-23 | 2020-10-16 | 南通星辰合成材料有限公司 | Cardanol polyether modified ABA type waterborne epoxy resin and preparation method thereof |
| CN111777740B (en) * | 2020-07-23 | 2023-02-28 | 南通星辰合成材料有限公司 | Cardanol polyether modified ABA type waterborne epoxy resin and preparation method thereof |
| CN112029087A (en) * | 2020-09-01 | 2020-12-04 | 上海邦高化学有限公司 | Cardanol polyoxyethylene ether and preparation method and application thereof |
| CN113087894B (en) * | 2021-04-01 | 2022-10-21 | 上海邦高化学有限公司 | Cardanol polyoxyethylene ether, preparation method and application thereof |
| CN113087894A (en) * | 2021-04-01 | 2021-07-09 | 上海邦高化学有限公司 | Cardanol polyoxyethylene ether, preparation method and application thereof |
| WO2023227358A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Premix and composition and method of preparing the same |
| WO2023227356A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Composition containing enzyme |
| WO2023227357A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Composition |
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Application publication date: 20110112 |